diff --git a/CHANGELOG.adoc b/CHANGELOG.adoc
index 74e0e5bb3b..e7e497a6d5 100644
--- a/CHANGELOG.adoc
+++ b/CHANGELOG.adoc
@@ -6,6 +6,7 @@ This file documents all notable changes to https://github.com/devonfw/IDEasy[IDE
 
 Release with new features and bugfixes:
 
+* https://github.com/devonfw/IDEasy/issues/2193[#2193]: Added support for conditional auto-completion
 * https://github.com/devonfw/IDEasy/issues/1525[#1525]: Document known issue and workaround for lombok plugin in Eclipse
 * https://github.com/devonfw/IDEasy/issues/1031[#1031]: Added OpenRewrite commandlet
 * https://github.com/devonfw/IDEasy/issues/2361[#2361]: Improve dotnet installation by setting DOTNET_ROOT
diff --git a/cli/src/main/java/com/devonfw/tools/ide/completion/AutoCompletionRegistry.java b/cli/src/main/java/com/devonfw/tools/ide/completion/AutoCompletionRegistry.java
index 7948f360a1..368d8de349 100644
--- a/cli/src/main/java/com/devonfw/tools/ide/completion/AutoCompletionRegistry.java
+++ b/cli/src/main/java/com/devonfw/tools/ide/completion/AutoCompletionRegistry.java
@@ -39,7 +39,6 @@ public void add(String candidate, String synonym) {
     this.entries.add(entry);
   }
 
-
   /**
    * Adds all candidates matching the given argument to the collector.
    *
@@ -56,5 +55,61 @@ public void complete(String arg, CompletionCandidateCollector collector,
     }
   }
 
+  /**
+   * Registers two already-added candidates as alternatives to each other, so that once one is provided on the command line,
+   * the other is no longer be suggested.
+   *
+   * @param candidate1 the text of the first candidate (must have been added via {@link #add(String)} before).
+   * @param candidate2 the text of the second candidate (must have been added via {@link #add(String)} before).
+   * @throws IllegalStateException if either candidate has not been registered via {@link #add(String)}.
+   */
+  public void addAlternative(String candidate1, String candidate2) {
+
+    CompletionEntry entry1 = findEntry(candidate1);
+    CompletionEntry entry2 = findEntry(candidate2);
+    if ((entry1 == null) || (entry2 == null)) {
+      throw new IllegalStateException("Both candidates must be added via add(String) before calling addAlternative.");
+    }
+    entry1.addAlternative(entry2);
+  }
+
+  /**
+   * Registers a dependency for {@code candidate}: it is only suggested once at least one of {@code depends} has already been provided on the command line.
+   *
+   * @param candidate the text of the dependent candidate (must have been added via {@link #add(String)} before).
+   * @param depends the texts of the candidates of which at least one must already be provided (OR semantics).
+   * @throws IllegalStateException if {@code candidate} or any of {@code depends} has not been registered via {@link #add(String)}.
+   */
+  public void addDependency(String candidate, List<String> depends) {
 
+    CompletionEntry entry = findEntry(candidate);
+    if (entry == null) {
+      throw new IllegalStateException("Candidate '" + candidate + "' must be added via add(String) before calling addDependency.");
+    }
+
+    CompletionEntry[] dependencyEntries = new CompletionEntry[depends.size()];
+    for (int i = 0; i < depends.size(); i++) {
+      CompletionEntry dependencyEntry = findEntry(depends.get(i));
+
+      if (dependencyEntry == null) {
+        throw new IllegalStateException("Candidate '" + depends.get(i) + "' must be added via add(String) before calling addDependency.");
+      }
+
+      dependencyEntries[i] = dependencyEntry;
+    }
+    entry.addDependency(dependencyEntries);
+  }
+
+  /**
+   * @param candidate the candidate to find.
+   * @return the {@link CompletionEntry} whose {@link CompletionEntry#getCandidate() candidate} matches, or {@code null} if not found.
+   */
+  private CompletionEntry findEntry(String candidate) {
+    for (CompletionEntry entry : this.entries) {
+      if (entry.getCandidate().equals(candidate)) {
+        return entry;
+      }
+    }
+    return null;
+  }
 }
diff --git a/cli/src/main/java/com/devonfw/tools/ide/completion/CompletionEntry.java b/cli/src/main/java/com/devonfw/tools/ide/completion/CompletionEntry.java
index 9df9cc7439..da5c38ee78 100644
--- a/cli/src/main/java/com/devonfw/tools/ide/completion/CompletionEntry.java
+++ b/cli/src/main/java/com/devonfw/tools/ide/completion/CompletionEntry.java
@@ -8,8 +8,8 @@
 import com.devonfw.tools.ide.property.Property;
 
 /**
- * A completion candidate that may have one or more synonyms. When any one of the candidate or its synonyms has already been provided on the command line, none
- * of them will be suggested again.
+ * A completion candidate that may have synonyms, alternatives, or dependencies. An entry will not be suggested if it or its synonyms/alternatives are already
+ * provided, or if its dependencies are not satisfied.
  */
 public class CompletionEntry {
 
@@ -19,6 +19,12 @@ public class CompletionEntry {
   /** List of synonym strings for this candidate. */
   private List<String> synonyms = new ArrayList<>();
 
+  /** List of alternatives (symmetric relationship). */
+  private List<CompletionEntry> alternatives = new ArrayList<>();
+
+  /** List of dependency groups (AND logic between groups, OR logic within a group). */
+  private List<List<CompletionEntry>> dependencies = new ArrayList<>();
+
   /**
    * The constructor.
    *
@@ -28,6 +34,13 @@ public CompletionEntry(String candidate) {
     this.candidate = candidate;
   }
 
+  /**
+   * @return the primary candidate string.
+   */
+  public String getCandidate() {
+    return candidate;
+  }
+
   /**
    * Adds a synonym for this candidate.
    *
@@ -48,8 +61,20 @@ public void addSynonym(String synonym) {
   public void complete(String arg, CompletionCandidateCollector collector, Property<?> property, Commandlet commandlet) {
 
     Set<String> alreadyProvided = collector.getAlreadyProvided();
-    if (alreadyProvided != null && (alreadyProvided.contains(this.candidate) || synonyms.stream().anyMatch(alreadyProvided::contains))) {
-      return;
+    if (alreadyProvided != null) {
+      if (!isDependencySatisfied(alreadyProvided)) {
+        return;
+      }
+
+      if (isProvided(alreadyProvided)) {
+        return;
+      }
+
+      for (CompletionEntry alternative : this.alternatives) {
+        if (alternative.isProvided(alreadyProvided)) {
+          return;
+        }
+      }
     }
 
     if (candidate.startsWith(arg)) {
@@ -63,4 +88,68 @@ public void complete(String arg, CompletionCandidateCollector collector, Propert
     }
   }
 
+  /**
+   * Checks whether all configured dependency groups are satisfied.
+   *
+   * @param alreadyProvided the set of already provided arguments.
+   * @return {@code true} if all dependency groups are satisfied, {@code false} otherwise.
+   */
+  private boolean isDependencySatisfied(Set<String> alreadyProvided) {
+
+    for (List<CompletionEntry> group : this.dependencies) {
+      boolean groupSatisfied = false;
+      for (CompletionEntry entry : group) {
+        if (entry.isProvided(alreadyProvided)) {
+          groupSatisfied = true;
+          break;
+        }
+      }
+      if (!groupSatisfied) {
+        return false;
+      }
+    }
+    return true;
+  }
+
+  /**
+   * Checks if this candidate or any of its synonyms was already provided.
+   *
+   * @param alreadyProvided the set of already provided arguments.
+   * @return {@code true} if already provided, {@code false} otherwise.
+   */
+  public boolean isProvided(Set<String> alreadyProvided) {
+    return alreadyProvided.contains(this.candidate) || this.synonyms.stream().anyMatch(alreadyProvided::contains);
+  }
+
+  /**
+   * Adds a symmetric alternative relation between this entry and another.
+   *
+   * @param alternative the alternative {@link CompletionEntry}.
+   */
+  public void addAlternative(CompletionEntry alternative) {
+
+    if ((alternative == null) || (alternative == this)) {
+      return;
+    }
+
+    if (!this.alternatives.contains(alternative)) {
+      this.alternatives.add(alternative);
+    }
+
+    if (!alternative.alternatives.contains(this)) {
+      alternative.alternatives.add(this);
+    }
+  }
+
+  /**
+   * Adds an OR-dependency group to this entry.
+   *
+   * @param entries array of {@link CompletionEntry} objects of which at least one must be provided.
+   */
+  public void addDependency(CompletionEntry[] entries) {
+    if ((entries == null) || (entries.length == 0)) {
+      return;
+    }
+    this.dependencies.add(List.of(entries));
+  }
 }
diff --git a/cli/src/main/java/com/devonfw/tools/ide/tool/mvn/MavenCommandlet.java b/cli/src/main/java/com/devonfw/tools/ide/tool/mvn/MavenCommandlet.java
index d843e41e1a..5d8184db16 100644
--- a/cli/src/main/java/com/devonfw/tools/ide/tool/mvn/MavenCommandlet.java
+++ b/cli/src/main/java/com/devonfw/tools/ide/tool/mvn/MavenCommandlet.java
@@ -1,9 +1,9 @@
 package com.devonfw.tools.ide.tool.mvn;
 
 
+import java.util.List;
 import java.util.Set;
 
-
 import com.devonfw.tools.ide.common.Tag;
 import com.devonfw.tools.ide.completion.AutoCompletionRegistry;
 import com.devonfw.tools.ide.context.IdeContext;
@@ -48,9 +48,6 @@ protected void initAutoCompletionRegistry(AutoCompletionRegistry registry) {
     registry.add("help:effective-settings");
     registry.add("-DskipTests");
     registry.add("-Dmaven.test.skip=true");
-    registry.add("exec:java");
-    registry.add("-Dexec.mainClass=");
-    registry.add("-Dexec.args=");
     registry.add("-P");
     registry.add("-pl");
     registry.add("-am");
@@ -75,7 +72,12 @@ protected void initAutoCompletionRegistry(AutoCompletionRegistry registry) {
     registry.add("-Dstyle.color=");
     registry.add("-Duser.dir=");
     registry.add("-Duser.home=");
+    registry.add("exec:java");
+    registry.add("exec:exec");
+    registry.addAlternative("exec:java", "exec:exec");
+    registry.add("-Dexec.mainClass=");
+    registry.addDependency("-Dexec.mainClass=", List.of("exec:java"));
+    registry.add("-Dexec.args=");
+    registry.addDependency("-Dexec.args=", List.of("exec:java", "exec:exec"));
   }
 }
-
-
diff --git a/cli/src/test/java/com/devonfw/tools/ide/completion/CompleteTest.java b/cli/src/test/java/com/devonfw/tools/ide/completion/CompleteTest.java
index eaa0052768..0d25e44ef9 100644
--- a/cli/src/test/java/com/devonfw/tools/ide/completion/CompleteTest.java
+++ b/cli/src/test/java/com/devonfw/tools/ide/completion/CompleteTest.java
@@ -407,8 +407,8 @@ void testSynonymFilteringWithProvidedSynonym() {
   }
 
   /**
-   * Test that completion works for a second tool argument (e.g. "ide mvn clean [tab]"), which is the real-world scenario
-   * that previously failed because the multivalued arguments property consumed the completion marker greedily.
+   * Test that completion works for a second tool argument (e.g. "ide mvn clean [tab]"), which is the real-world scenario that previously failed because the
+   * multivalued arguments property consumed the completion marker greedily.
    */
   @Test
   void testCompleteMavenSecondToolArgument() {
@@ -425,4 +425,101 @@ void testCompleteMavenSecondToolArgument() {
     assertThat(candidates.stream().map(CompletionCandidate::text))
         .contains("dependency:list", "dependency:tree", "deploy");
   }
+
+  /**
+   *
+   */
+  @Test
+  void testAlternativeFilteringWhenOtherAlternativeProvidedJava() {
+
+    // arrange
+    AbstractIdeContext context = newContext(PROJECT_BASIC, null, false);
+    String[] argsArray = { "mvn", "exec:java", "" };
+    CliArguments args = CliArguments.ofCompletion(argsArray);
+    CompletionCandidateCollector collector = createCollector(context, argsArray);
+
+    // act
+    List<CompletionCandidate> candidates = context.complete(args, collector, true);
+
+    // assert
+    List<String> texts = candidates.stream().map(CompletionCandidate::text).toList();
+    assertThat(texts).doesNotContain("exec:exec");
+  }
+
+  /**
+   *
+   */
+  @Test
+  void testAlternativeFilteringWhenOtherAlternativeProvidedExec() {
+
+    // arrange
+    AbstractIdeContext context = newContext(PROJECT_BASIC, null, false);
+    String[] argsArray = { "mvn", "exec:exec", "" };
+    CliArguments args = CliArguments.ofCompletion(argsArray);
+    CompletionCandidateCollector collector = createCollector(context, argsArray);
+
+    // act
+    List<CompletionCandidate> candidates = context.complete(args, collector, true);
+
+    // assert
+    List<String> texts = candidates.stream().map(CompletionCandidate::text).toList();
+    assertThat(texts).doesNotContain("exec:java");
+  }
+
+  /**
+   * Test that an entry with an unsatisfied dependency is not suggested.
+   */
+  @Test
+  void testDependencyNotSatisfiedIsNotSuggested() {
+
+    // arrange
+    AbstractIdeContext context = newContext(PROJECT_BASIC, null, false);
+    String[] argsArray = { "mvn", "-Dexec.main" };
+    CliArguments args = CliArguments.ofCompletion(argsArray);
+    CompletionCandidateCollector collector = createCollector(context, argsArray);
+
+    // act
+    List<CompletionCandidate> candidates = context.complete(args, collector, true);
+
+    // assert
+    assertThat(candidates.stream().map(CompletionCandidate::text)).doesNotContain("-Dexec.mainClass=");
+  }
+
+  /**
+   * Test that an entry with a satisfied dependency is suggested.
+   */
+  @Test
+  void testDependencySatisfiedIsSuggested() {
+
+    // arrange
+    AbstractIdeContext context = newContext(PROJECT_BASIC, null, false);
+    String[] argsArray = { "mvn", "exec:java", "-Dexec.mainCla" };
+    CliArguments args = CliArguments.ofCompletion(argsArray);
+    CompletionCandidateCollector collector = createCollector(context, argsArray);
+
+    // act
+    List<CompletionCandidate> candidates = context.complete(args, collector, true);
+
+    // assert
+    assertThat(candidates.stream().map(CompletionCandidate::text)).contains("-Dexec.mainClass=");
+  }
+
+  /**
+   * Test that an entry with an OR-dependency is suggested if any alternative of the group is provided.
+   */
+  @Test
+  void testDependencyOrGroupSatisfiedByEitherAlternative() {
+
+    // arrange
+    AbstractIdeContext context = newContext(PROJECT_BASIC, null, false);
+    String[] argsArray = { "mvn", "exec:exec", "-Dexec.arg" };
+    CliArguments args = CliArguments.ofCompletion(argsArray);
+    CompletionCandidateCollector collector = createCollector(context, argsArray);
+
+    // act
+    List<CompletionCandidate> candidates = context.complete(args, collector, true);
+
+    // assert
+    assertThat(candidates.stream().map(CompletionCandidate::text)).contains("-Dexec.args=");
+  }
 }