diff --git a/core/content-matcher-test-utils/src/main/kotlin/matchers/content/ContentMatchersDsl.kt b/core/content-matcher-test-utils/src/main/kotlin/matchers/content/ContentMatchersDsl.kt
index 2476a6bec67..962841ba563 100644
--- a/core/content-matcher-test-utils/src/main/kotlin/matchers/content/ContentMatchersDsl.kt
+++ b/core/content-matcher-test-utils/src/main/kotlin/matchers/content/ContentMatchersDsl.kt
@@ -5,7 +5,7 @@ import org.jetbrains.dokka.pages.*
 import org.jetbrains.dokka.test.tools.matchers.content.*
 import kotlin.reflect.KClass
 import kotlin.test.assertEquals
-import kotlin.test.assertTrue
+import kotlin.test.asserter
 
 // entry point:
 fun ContentNode.assertNode(block: ContentMatcherBuilder<ContentComposite>.() -> Unit) {
@@ -73,7 +73,7 @@ fun ContentMatcherBuilder<*>.tabbedGroup(
     block: ContentMatcherBuilder<ContentGroup>.() -> Unit
 ) = composite<ContentGroup> {
     block()
-    check { assertTrue(this.style.contains(ContentStyle.TabbedContent)) }
+    check { assertContains(this.style, ContentStyle.TabbedContent) }
 }
 
 fun ContentMatcherBuilder<*>.tab(
@@ -94,7 +94,7 @@ fun ContentMatcherBuilder<*>.header(expectedLevel: Int? = null, block: ContentMa
 fun ContentMatcherBuilder<*>.p(block: ContentMatcherBuilder<ContentGroup>.() -> Unit) =
     composite<ContentGroup> {
         block()
-        check { assertTrue(this.style.contains(TextStyle.Paragraph)) }
+        check { assertContains(this.style, TextStyle.Paragraph) }
     }
 
 fun ContentMatcherBuilder<*>.link(block: ContentMatcherBuilder<ContentLink>.() -> Unit) = composite(block)
@@ -112,7 +112,7 @@ fun ContentMatcherBuilder<*>.codeInline(block: ContentMatcherBuilder<ContentCode
 
 fun ContentMatcherBuilder<*>.caption(block: ContentMatcherBuilder<ContentGroup>.() -> Unit) = composite<ContentGroup> {
     block()
-    check { assertTrue(this.style.contains(ContentStyle.Caption)) }
+    check { assertContains(this.style, ContentStyle.Caption) }
 }
 
 fun ContentMatcherBuilder<*>.br() = node<ContentBreakLine>()
@@ -137,3 +137,13 @@ fun ContentMatcherBuilder<ContentDivergentInstance>.divergent(block: ContentMatc
 
 fun ContentMatcherBuilder<ContentDivergentInstance>.after(block: ContentMatcherBuilder<ContentComposite>.() -> Unit) =
     composite(block)
+
+/*
+ * TODO replace with kotlin.test.assertContains after migrating to Kotlin language version 1.5+
+ */
+private fun <T> assertContains(iterable: Iterable<T>, element: T) {
+    asserter.assertTrue(
+        { "Expected the collection to contain the element.\nCollection <$iterable>, element <$element>." },
+        iterable.contains(element)
+    )
+}
diff --git a/plugins/base/src/test/kotlin/expect/AbstractExpectTest.kt b/plugins/base/src/test/kotlin/expect/AbstractExpectTest.kt
index db5e99603e2..2990503561d 100644
--- a/plugins/base/src/test/kotlin/expect/AbstractExpectTest.kt
+++ b/plugins/base/src/test/kotlin/expect/AbstractExpectTest.kt
@@ -5,6 +5,7 @@ import java.nio.file.Files
 import java.nio.file.Path
 import java.nio.file.Paths
 import java.util.concurrent.TimeUnit
+import kotlin.test.assertEquals
 import kotlin.test.assertTrue
 
 abstract class AbstractExpectTest(
@@ -42,7 +43,7 @@ abstract class AbstractExpectTest(
 
             assertTrue(gitCompare.waitFor(gitTimeout, TimeUnit.MILLISECONDS), "Git timed out after $gitTimeout")
             gitCompare.inputStream.bufferedReader().lines().forEach { logger.info(it) }
-            assertTrue(gitCompare.exitValue() == 0, "${path.fileName}: outputs don't match")
+            assertEquals(0, gitCompare.exitValue(), "${path.fileName}: outputs don't match")
         } ?: throw AssertionError("obtained path is null")
     }
 
@@ -54,7 +55,7 @@ abstract class AbstractExpectTest(
     ) {
         obtained?.let { _ ->
             val (res, out, err) = runDiff(expected, obtained, excludes, timeout)
-            assertTrue(res == 0, "Outputs differ:\nstdout - $out\n\nstderr - ${err ?: ""}")
+            assertEquals(0, res, "Outputs differ:\nstdout - $out\n\nstderr - ${err ?: ""}")
         } ?: throw AssertionError("obtained path is null")
     }
 
diff --git a/plugins/base/src/test/kotlin/expectActuals/ExpectActualsTest.kt b/plugins/base/src/test/kotlin/expectActuals/ExpectActualsTest.kt
index 36779f39146..6344aa5a31b 100644
--- a/plugins/base/src/test/kotlin/expectActuals/ExpectActualsTest.kt
+++ b/plugins/base/src/test/kotlin/expectActuals/ExpectActualsTest.kt
@@ -4,6 +4,7 @@ import org.jetbrains.dokka.base.testApi.testRunner.BaseAbstractTest
 import org.jetbrains.dokka.model.withDescendants
 import org.jetbrains.dokka.pages.ClasslikePageNode
 import kotlin.test.Test
+import kotlin.test.assertEquals
 import kotlin.test.assertTrue
 
 
@@ -146,21 +147,21 @@ class ExpectActualsTest : BaseAbstractTest() {
                 val commonN1 = allChildren.filter { it.name == "[mingwX64, linuxX64]A" }
                 val commonN2 = allChildren.filter { it.name == "[iosX64, iosArm64]A" }
                 val noClass = allChildren.filter { it.name == "A" }
-                assertTrue(commonJ.size == 1, "There can be only one [jvm, js]A page")
+                assertEquals(1, commonJ.size, "There can be only one [jvm, js]A page")
                 assertTrue(
                     commonJ.first().documentables.firstOrNull()?.sourceSets?.map { it.displayName }
                         ?.containsAll(listOf("commonJ", "js", "jvm")) ?: false,
                     "A(jvm, js)should have commonJ, js, jvm sources"
                 )
 
-                assertTrue(commonN1.size == 1, "There can be only one [mingwX64, linuxX64]A page")
+                assertEquals(1, commonN1.size, "There can be only one [mingwX64, linuxX64]A page")
                 assertTrue(
                     commonN1.first().documentables.firstOrNull()?.sourceSets?.map { it.displayName }
                         ?.containsAll(listOf("commonN1", "linuxX64", "mingwX64")) ?: false,
                     "[mingwX64, linuxX64]A should have commonN1, linuxX64, mingwX64 sources"
                 )
 
-                assertTrue(commonN2.size == 1, "There can be only one [iosX64, iosArm64]A page")
+                assertEquals(1, commonN2.size, "There can be only one [iosX64, iosArm64]A page")
                 assertTrue(
                     commonN2.first().documentables.firstOrNull()?.sourceSets?.map { it.displayName }
                         ?.containsAll(listOf("commonN2", "iosArm64", "iosX64")) ?: false,
diff --git a/plugins/base/src/test/kotlin/utils/TestUtils.kt b/plugins/base/src/test/kotlin/utils/TestUtils.kt
index fa9c864744d..8b794af0179 100644
--- a/plugins/base/src/test/kotlin/utils/TestUtils.kt
+++ b/plugins/base/src/test/kotlin/utils/TestUtils.kt
@@ -8,6 +8,7 @@ import kotlin.collections.orEmpty
 import kotlin.test.assertEquals
 import kotlin.test.assertTrue
 import kotlin.test.asserter
+import kotlin.test.fail
 
 @DslMarker
 annotation class TestDSL
@@ -25,7 +26,7 @@ abstract class ModelDSL : BaseAbstractTest() {
 interface AssertDSL {
     infix fun Any?.equals(other: Any?) = assertEquals(other, this)
     infix fun Collection<Any>?.allEquals(other: Any?) =
-        this?.onEach { it equals other } ?: run { assertTrue(false, "Collection is empty") }
+        this?.onEach { it equals other } ?: run { fail("Collection is empty") }
     infix fun <T> Collection<T>?.exists(e: T) {
         assertTrue(this.orEmpty().isNotEmpty(), "Collection cannot be null or empty")
         assertTrue(this!!.any{it == e}, "Collection doesn't contain $e")