diff --git a/src/compiler/emitter.ts b/src/compiler/emitter.ts
index 62d10dedfba9b..e0bc826f66ce5 100644
--- a/src/compiler/emitter.ts
+++ b/src/compiler/emitter.ts
@@ -43,7 +43,7 @@ namespace ts {
         if (sourceFile.kind === SyntaxKind.Bundle) {
             const jsFilePath = options.outFile || options.out!;
             const sourceMapFilePath = getSourceMapFilePath(jsFilePath, options);
-            const declarationFilePath = (forceDtsPaths || options.declaration) ? removeFileExtension(jsFilePath) + Extension.Dts : undefined;
+            const declarationFilePath = (forceDtsPaths || getEmitDeclarations(options)) ? removeFileExtension(jsFilePath) + Extension.Dts : undefined;
             const declarationMapPath = getAreDeclarationMapsEnabled(options) ? declarationFilePath + ".map" : undefined;
             const bundleInfoPath = options.references && jsFilePath ? (removeFileExtension(jsFilePath) + infoExtension) : undefined;
             return { jsFilePath, sourceMapFilePath, declarationFilePath, declarationMapPath, bundleInfoPath };
@@ -53,7 +53,7 @@ namespace ts {
             const sourceMapFilePath = isJsonSourceFile(sourceFile) ? undefined : getSourceMapFilePath(jsFilePath, options);
             // For legacy reasons (ie, we have baselines capturing the behavior), js files don't report a .d.ts output path - this would only matter if `declaration` and `allowJs` were both on, which is currently an error
             const isJs = isSourceFileJavaScript(sourceFile);
-            const declarationFilePath = ((forceDtsPaths || options.declaration) && !isJs) ? getDeclarationEmitOutputFilePath(sourceFile, host) : undefined;
+            const declarationFilePath = ((forceDtsPaths || getEmitDeclarations(options)) && !isJs) ? getDeclarationEmitOutputFilePath(sourceFile, host) : undefined;
             const declarationMapPath = getAreDeclarationMapsEnabled(options) ? declarationFilePath + ".map" : undefined;
             return { jsFilePath, sourceMapFilePath, declarationFilePath, declarationMapPath, bundleInfoPath: undefined };
         }
@@ -192,7 +192,7 @@ namespace ts {
             // Setup and perform the transformation to retrieve declarations from the input files
             const nonJsFiles = filter(sourceFiles, isSourceFileNotJavaScript);
             const inputListOrBundle = (compilerOptions.outFile || compilerOptions.out) ? [createBundle(nonJsFiles, !isSourceFile(sourceFileOrBundle) ? sourceFileOrBundle.prepends : undefined)] : nonJsFiles;
-            if (emitOnlyDtsFiles && !compilerOptions.declaration) {
+            if (emitOnlyDtsFiles && !getEmitDeclarations(compilerOptions)) {
                 // Checker wont collect the linked aliases since thats only done when declaration is enabled.
                 // Do that here when emitting only dts files
                 nonJsFiles.forEach(collectLinkedAliases);
diff --git a/src/compiler/program.ts b/src/compiler/program.ts
index 75cdcaea32885..04814c4618a70 100644
--- a/src/compiler/program.ts
+++ b/src/compiler/program.ts
@@ -2500,7 +2500,7 @@ namespace ts {
                 }
             }
 
-            if (options.declarationMap && !options.declaration) {
+            if (options.declarationMap && !getEmitDeclarations(options)) {
                 createDiagnosticForOptionName(Diagnostics.Option_0_cannot_be_specified_without_specifying_option_1, "declarationMap", "declaration");
             }
 
diff --git a/src/compiler/tsbuild.ts b/src/compiler/tsbuild.ts
index 751f5221167c4..695b9f8622f7d 100644
--- a/src/compiler/tsbuild.ts
+++ b/src/compiler/tsbuild.ts
@@ -304,7 +304,7 @@ namespace ts {
 
         const outputs: string[] = [];
         outputs.push(getOutputJavaScriptFileName(inputFileName, configFile));
-        if (configFile.options.declaration && !fileExtensionIs(inputFileName, Extension.Json)) {
+        if (getEmitDeclarations(configFile.options) && !fileExtensionIs(inputFileName, Extension.Json)) {
             const dts = getOutputDeclarationFileName(inputFileName, configFile);
             outputs.push(dts);
             if (configFile.options.declarationMap) {
@@ -320,7 +320,7 @@ namespace ts {
         }
         const outputs: string[] = [];
         outputs.push(project.options.outFile);
-        if (project.options.declaration) {
+        if (getEmitDeclarations(project.options)) {
             const dts = changeExtension(project.options.outFile, Extension.Dts);
             outputs.push(dts);
             if (project.options.declarationMap) {
@@ -769,7 +769,10 @@ namespace ts {
             const program = createProgram(programOptions);
 
             // Don't emit anything in the presence of syntactic errors or options diagnostics
-            const syntaxDiagnostics = [...program.getOptionsDiagnostics(), ...program.getSyntacticDiagnostics()];
+            const syntaxDiagnostics = [
+                ...program.getOptionsDiagnostics(),
+                ...program.getConfigFileParsingDiagnostics(),
+                ...program.getSyntacticDiagnostics()];
             if (syntaxDiagnostics.length) {
                 resultFlags |= BuildResultFlags.SyntaxErrors;
                 for (const diag of syntaxDiagnostics) {
@@ -780,7 +783,7 @@ namespace ts {
             }
 
             // Don't emit .d.ts if there are decl file errors
-            if (program.getCompilerOptions().declaration) {
+            if (getEmitDeclarations(program.getCompilerOptions())) {
                 const declDiagnostics = program.getDeclarationDiagnostics();
                 if (declDiagnostics.length) {
                     resultFlags |= BuildResultFlags.DeclarationEmitErrors;
diff --git a/src/compiler/utilities.ts b/src/compiler/utilities.ts
index e2be2746b77b2..e674e8d0d4d9b 100644
--- a/src/compiler/utilities.ts
+++ b/src/compiler/utilities.ts
@@ -6915,7 +6915,7 @@ namespace ts {
     }
 
     export function getAreDeclarationMapsEnabled(options: CompilerOptions) {
-        return !!(options.declaration && options.declarationMap);
+        return !!(getEmitDeclarations(options) && options.declarationMap);
     }
 
     export function getAllowSyntheticDefaultImports(compilerOptions: CompilerOptions) {
diff --git a/tests/projects/outfile-concat/first/tsconfig.json b/tests/projects/outfile-concat/first/tsconfig.json
index f71a818258537..8d63a0c4a0626 100644
--- a/tests/projects/outfile-concat/first/tsconfig.json
+++ b/tests/projects/outfile-concat/first/tsconfig.json
@@ -6,7 +6,6 @@
     "strict": false,
     "sourceMap": true,
     "declarationMap": true,
-    "declaration": true,
     "outFile": "./bin/first-output.js"
   },
   "files": [