diff --git a/modules/openapi-generator/src/main/java/org/openapitools/codegen/languages/TypeScriptClientCodegen.java b/modules/openapi-generator/src/main/java/org/openapitools/codegen/languages/TypeScriptClientCodegen.java
index f58c7711630f..5adfe735e6e3 100644
--- a/modules/openapi-generator/src/main/java/org/openapitools/codegen/languages/TypeScriptClientCodegen.java
+++ b/modules/openapi-generator/src/main/java/org/openapitools/codegen/languages/TypeScriptClientCodegen.java
@@ -407,13 +407,16 @@ public ModelsMap postProcessModels(ModelsMap objs) {
             }
             if (!cm.oneOf.isEmpty()) {
                 // For oneOfs only import $refs within the oneOf
-                TreeSet<String> oneOfRefs = new TreeSet<>();
-                for (String im : cm.imports) {
-                    if (cm.oneOf.contains(im)) {
-                        oneOfRefs.add(im);
-                    }
+                TreeSet<String> oneOfRefs = new TreeSet<>(cm.oneOf);
+                List<CodegenProperty> oneOfProperties = Optional.ofNullable(cm.getComposedSchemas())
+                        .map(CodegenComposedSchemas::getOneOf)
+                        .orElse(Collections.emptyList());
+                for (CodegenProperty oneOfProperty : oneOfProperties) {
+                    // resolve the types referenced by each branch so that inner types of
+                    // container types (e.g. Foo in Array<Foo>) keep their model import
+                    oneOfRefs.addAll(oneOfProperty.getImports(false, true, generatorMetadata.getFeatureSet()));
                 }
-                cm.imports = oneOfRefs;
+                cm.imports = new TreeSet<>(Sets.intersection(cm.imports, oneOfRefs));
             }
         }
         for (ModelMap mo : models) {
diff --git a/modules/openapi-generator/src/main/java/org/openapitools/codegen/languages/TypeScriptReduxQueryClientCodegen.java b/modules/openapi-generator/src/main/java/org/openapitools/codegen/languages/TypeScriptReduxQueryClientCodegen.java
index 2f3595880e0c..80a068e76d13 100644
--- a/modules/openapi-generator/src/main/java/org/openapitools/codegen/languages/TypeScriptReduxQueryClientCodegen.java
+++ b/modules/openapi-generator/src/main/java/org/openapitools/codegen/languages/TypeScriptReduxQueryClientCodegen.java
@@ -29,8 +29,10 @@
 import org.openapitools.codegen.utils.ModelUtils;
 
 import java.io.File;
+import java.util.Collections;
 import java.util.List;
 import java.util.Map;
+import java.util.Optional;
 import java.util.TreeSet;
 
 /**
@@ -148,13 +150,14 @@ public ModelsMap postProcessModels(ModelsMap objs) {
             }
             if (!cm.oneOf.isEmpty()) {
                 // For oneOfs only import $refs within the oneOf
-                TreeSet<String> oneOfRefs = new TreeSet<>();
-                for (String im : cm.imports) {
-                    if (cm.oneOf.contains(im)) {
-                        oneOfRefs.add(im);
-                    }
+                TreeSet<String> oneOfRefs = new TreeSet<>(cm.oneOf);
+                List<CodegenProperty> oneOfProperties = Optional.ofNullable(cm.getComposedSchemas())
+                        .map(CodegenComposedSchemas::getOneOf)
+                        .orElse(Collections.emptyList());
+                for (CodegenProperty oneOfProperty : oneOfProperties) {
+                    oneOfRefs.addAll(oneOfProperty.getImports(false, true, generatorMetadata.getFeatureSet()));
                 }
-                cm.imports = oneOfRefs;
+                cm.imports.retainAll(oneOfRefs);
             }
         }
 
diff --git a/modules/openapi-generator/src/test/java/org/openapitools/codegen/typescript/TypeScriptClientCodegenTest.java b/modules/openapi-generator/src/test/java/org/openapitools/codegen/typescript/TypeScriptClientCodegenTest.java
index 505a073d4137..3f2d9e746c6d 100644
--- a/modules/openapi-generator/src/test/java/org/openapitools/codegen/typescript/TypeScriptClientCodegenTest.java
+++ b/modules/openapi-generator/src/test/java/org/openapitools/codegen/typescript/TypeScriptClientCodegenTest.java
@@ -293,6 +293,34 @@ public void testDeprecatedAttribute() throws Exception {
         assertEquals(1, TestUtils.countOccurrences(content, "@deprecated"));
     }
 
+    @Test
+    public void testCircularOneOfGeneratesImports() throws Exception {
+        final File output = Files.createTempDirectory("typescriptclient_").toFile();
+        output.deleteOnExit();
+
+        final CodegenConfigurator configurator = new CodegenConfigurator()
+                .setGeneratorName("typescript")
+                .setInputSpec("src/test/resources/bugs/issue_23286.yaml")
+                .setOutputDir(output.getAbsolutePath().replace("\\", "/"));
+
+        final ClientOptInput clientOptInput = configurator.toClientOptInput();
+        final DefaultGenerator generator = new DefaultGenerator();
+        final List<File> files = generator.opts(clientOptInput).generate();
+        files.forEach(File::deleteOnExit);
+
+        // model with a circular oneOf branch (Array<Repro>) must import Repro
+        TestUtils.assertFileContains(
+                Paths.get(output + "/models/ReproContent.ts"),
+                "import { Repro } from '../models/Repro';",
+                "export type ReproContent = Array<Repro> | string;"
+        );
+
+        configurator.setGeneratorName("typescript-redux-query");
+        generator.opts(configurator.toClientOptInput()).generate().forEach(File::deleteOnExit);
+        TestUtils.assertFileContains(Paths.get(output + "/src/models/ReproContent.ts"),
+                "Repro,", "export type ReproContent = Array<Repro> | string;");
+    }
+
     @Test(description = "Verify useErasableSyntax config parameter generates erasable code")
     public void testUseErasableSyntaxConfig() throws IOException {
         boolean[] options = {true, false};
diff --git a/modules/openapi-generator/src/test/resources/bugs/issue_23286.yaml b/modules/openapi-generator/src/test/resources/bugs/issue_23286.yaml
new file mode 100644
index 000000000000..7cb118bd6de8
--- /dev/null
+++ b/modules/openapi-generator/src/test/resources/bugs/issue_23286.yaml
@@ -0,0 +1,16 @@
+openapi: 3.0.3
+info:
+  title: Repro
+  version: 1.0.0
+paths: {}
+components:
+  schemas:
+    Repro:
+      type: object
+      properties:
+        content:
+          oneOf:
+            - type: string
+            - type: array
+              items:
+                $ref: '#/components/schemas/Repro'