diff --git a/compiler/src/dotty/tools/dotc/transform/Splicer.scala b/compiler/src/dotty/tools/dotc/transform/Splicer.scala
index b936afb73dc8..3d3cd1f41c84 100644
--- a/compiler/src/dotty/tools/dotc/transform/Splicer.scala
+++ b/compiler/src/dotty/tools/dotc/transform/Splicer.scala
@@ -119,7 +119,7 @@ object Splicer {
         sym.exists && !sym.is(Package)
         && sym.owner.ownersIterator.exists(x =>
           x == expansionOwner || // symbol was generated within this macro expansion
-          x.is(Macro, butNot = Method) && x.name == nme.MACROkw // symbol was generated within another macro expansion
+          isMacroOwner(x) // symbol was generated within another macro expansion
         )
         && !locals.contains(sym) // symbol is not in current scope
     }.traverse(tree)
@@ -222,6 +222,14 @@ object Splicer {
       checkIfValidStaticCall(tree)(using Set.empty)
   }
 
+  /** Is this the dummy owner of a macro expansion */
+  def isMacroOwner(sym: Symbol)(using Context): Boolean =
+    sym.is(Macro, butNot = Method) && sym.name == nme.MACROkw
+
+  /** Is this the dummy owner of a macro expansion */
+  def inMacroExpansion(using Context) =
+    ctx.owner.ownersIterator.exists(isMacroOwner)
+
   /** Tree interpreter that evaluates the tree.
    *  Interpreter is assumed to start at quotation level -1.
    */
diff --git a/compiler/src/dotty/tools/dotc/typer/Implicits.scala b/compiler/src/dotty/tools/dotc/typer/Implicits.scala
index 20859b8c9d25..7d185d335218 100644
--- a/compiler/src/dotty/tools/dotc/typer/Implicits.scala
+++ b/compiler/src/dotty/tools/dotc/typer/Implicits.scala
@@ -31,6 +31,7 @@ import Feature.migrateTo3
 import config.Printers.{implicits, implicitsDetailed}
 import collection.mutable
 import reporting._
+import transform.Splicer
 import annotation.tailrec
 
 import scala.annotation.internal.sharable
@@ -567,6 +568,12 @@ object Implicits:
 
     def msg(using Context) = em"Failed to synthesize an instance of type ${clarify(expectedType)}:${formatReasons}"
 
+  class MacroErrorsFailure(errors: List[Diagnostic.Error],
+                           val expectedType: Type,
+                           val argument: Tree) extends SearchFailureType {
+    def msg(using Context): Message =
+      em"${errors.map(_.msg).mkString("\n")}"
+  }
 end Implicits
 
 import Implicits._
@@ -1157,19 +1164,22 @@ trait Implicits:
       if ctx.reporter.hasErrors
          || !cand.ref.symbol.isAccessibleFrom(cand.ref.prefix)
       then
-        ctx.reporter.removeBufferedMessages
-        adapted.tpe match {
+        val res = adapted.tpe match {
           case _: SearchFailureType => SearchFailure(adapted)
           case error: PreviousErrorType if !adapted.symbol.isAccessibleFrom(cand.ref.prefix) =>
             SearchFailure(adapted.withType(new NestedFailure(error.msg, pt)))
-          case _ =>
+          case tpe =>
             // Special case for `$conforms` and `<:<.refl`. Showing them to the users brings
             // no value, so we instead report a `NoMatchingImplicitsFailure`
             if (adapted.symbol == defn.Predef_conforms || adapted.symbol == defn.SubType_refl)
               NoMatchingImplicitsFailure
+            else if Splicer.inMacroExpansion && tpe <:< pt then
+              SearchFailure(adapted.withType(new MacroErrorsFailure(ctx.reporter.allErrors.reverse, pt, argument)))
             else
               SearchFailure(adapted.withType(new MismatchedImplicit(ref, pt, argument)))
         }
+        ctx.reporter.removeBufferedMessages
+        res
       else
         SearchSuccess(adapted, ref, cand.level, cand.isExtension)(ctx.typerState, ctx.gadt)
     }
diff --git a/tests/neg-macros/i16835.check b/tests/neg-macros/i16835.check
new file mode 100644
index 000000000000..fb02f3c7f13f
--- /dev/null
+++ b/tests/neg-macros/i16835.check
@@ -0,0 +1,6 @@
+
+-- Error: tests/neg-macros/i16835/Test_2.scala:1:17 --------------------------------------------------------------------
+1 |def test: Unit = foo // error
+  |                 ^^^
+  |                 my error
+  |                 my second error
diff --git a/tests/neg-macros/i16835/Macro_1.scala b/tests/neg-macros/i16835/Macro_1.scala
new file mode 100644
index 000000000000..ddee5dbecb4e
--- /dev/null
+++ b/tests/neg-macros/i16835/Macro_1.scala
@@ -0,0 +1,21 @@
+import scala.quoted.*
+
+class Bar
+
+inline def foo: Unit = ${ fooExpr }
+
+def fooExpr(using Quotes): Expr[Unit] =
+  import quotes.reflect.*
+  Implicits.search(TypeRepr.of[Bar]) match
+    case res: ImplicitSearchSuccess   => '{}
+    case failure: ImplicitSearchFailure =>
+      report.errorAndAbort(failure.explanation)
+
+
+inline given bar: Bar = ${ barExpr }
+
+def barExpr(using Quotes): Expr[Bar] =
+  import quotes.reflect.*
+  report.error(s"my error")
+  report.error(s"my second error")
+  '{ new Bar }
diff --git a/tests/neg-macros/i16835/Test_2.scala b/tests/neg-macros/i16835/Test_2.scala
new file mode 100644
index 000000000000..0dc2d39d6c3d
--- /dev/null
+++ b/tests/neg-macros/i16835/Test_2.scala
@@ -0,0 +1 @@
+def test: Unit = foo // error