diff --git a/demo/cases.json b/demo/cases.json
index 56d7269..bbb2556 100644
--- a/demo/cases.json
+++ b/demo/cases.json
@@ -421,6 +421,9 @@
             },
             {
               "type": "null"
+            },
+            {
+              "const": false
             }
           ]
         },
@@ -550,7 +553,8 @@
       "enum": [
         "foo",
         "bar",
-        null
+        null,
+        false
       ]
     },
     "InterfaceExtends": {
diff --git a/demo/cases.ts b/demo/cases.ts
index c29f9a5..9f97b1f 100644
--- a/demo/cases.ts
+++ b/demo/cases.ts
@@ -43,14 +43,14 @@ type TypeUnion4 =
     typeUnionMember2: string;
   }
 type TypeUnion5 = TypeLiteral | Interface
-type TypeUnion8 = 'foo' | 'bar' | null
+type TypeUnion8 = 'foo' | 'bar' | null | false
 type TypeUnion = {
   typeUnionMember1: TypeUnion1;
   typeUnionMember2: TypeUnion2;
   typeUnionMember3: TypeUnion3;
   typeUnionMember4: TypeUnion4;
   typeUnionMember5: TypeUnion5;
-  typeUnionMember6: string | null;
+  typeUnionMember6: string | null | false;
   typeUnionMember7: 'foo' | 'bar';
   typeUnionMember8: TypeUnion8;
 }
diff --git a/demo/debug.json b/demo/debug.json
index 3c7ed80..879046a 100644
--- a/demo/debug.json
+++ b/demo/debug.json
@@ -244,12 +244,36 @@
     ]
   },
   {
-    "kind": "string",
+    "kind": "union",
     "name": "TypeUnion8",
-    "enums": [
-      "foo",
-      "bar",
-      null
+    "members": [
+      {
+        "kind": "enum",
+        "type": "string",
+        "name": "string",
+        "enums": [
+          "foo"
+        ]
+      },
+      {
+        "kind": "enum",
+        "type": "string",
+        "name": "string",
+        "enums": [
+          "bar"
+        ]
+      },
+      {
+        "kind": "null"
+      },
+      {
+        "kind": "enum",
+        "type": "boolean",
+        "name": "boolean",
+        "enums": [
+          false
+        ]
+      }
     ]
   },
   {
@@ -301,6 +325,14 @@
             },
             {
               "kind": "null"
+            },
+            {
+              "kind": "enum",
+              "type": "boolean",
+              "name": "boolean",
+              "enums": [
+                false
+              ]
             }
           ]
         }
diff --git a/online/variables.ts b/online/variables.ts
index f07c3bb..c1477b1 100644
--- a/online/variables.ts
+++ b/online/variables.ts
@@ -50,14 +50,14 @@ type TypeUnion4 =
     typeUnionMember2: string;
   }
 type TypeUnion5 = TypeLiteral | Interface
-type TypeUnion8 = 'foo' | 'bar' | null
+type TypeUnion8 = 'foo' | 'bar' | null | false
 type TypeUnion = {
   typeUnionMember1: TypeUnion1;
   typeUnionMember2: TypeUnion2;
   typeUnionMember3: TypeUnion3;
   typeUnionMember4: TypeUnion4;
   typeUnionMember5: TypeUnion5;
-  typeUnionMember6: string | null;
+  typeUnionMember6: string | null | false;
   typeUnionMember7: 'foo' | 'bar';
   typeUnionMember8: TypeUnion8;
 }
diff --git a/src/json-schema-generator.ts b/src/json-schema-generator.ts
index fa85e55..1f30a7f 100644
--- a/src/json-schema-generator.ts
+++ b/src/json-schema-generator.ts
@@ -83,10 +83,7 @@ function getJsonSchemaProperty(memberType: Type | ObjectModel | ArrayModel | Uni
   } else if (memberType.kind === 'string') {
     return getJsonSchemaPropertyOfString(memberType)
   } else if (memberType.kind === 'union') {
-    return {
-      type: undefined,
-      anyOf: memberType.members.map(m => getJsonSchemaProperty(m))
-    }
+    return getJsonSchemaPropertyOfUnion(memberType as UnionModel)
   } else if (memberType.kind === 'null') {
     return {
       type: 'null'
@@ -98,6 +95,27 @@ function getJsonSchemaProperty(memberType: Type | ObjectModel | ArrayModel | Uni
   }
 }
 
+function getJsonSchemaPropertyOfUnion(memberType: UnionModel) {
+  if (memberType.members.every(m => m.kind === 'enum' || m.kind === 'null')) {
+    let enums: any[] = []
+    for (const member of memberType.members) {
+      if (member.kind === 'enum') {
+        enums = enums.concat(member.enums)
+      } else if (member.kind === 'null') {
+        enums.push(null)
+      }
+    }
+    return {
+      type: undefined,
+      enum: enums
+    }
+  }
+  return {
+    type: undefined,
+    anyOf: memberType.members.map(m => getJsonSchemaProperty(m))
+  }
+}
+
 function getJsonSchemaPropertyOfString(memberType: StringType) {
   if (memberType.enums) {
     if (memberType.enums.length === 1) {
diff --git a/src/parser.ts b/src/parser.ts
index 49c58ab..0e01134 100644
--- a/src/parser.ts
+++ b/src/parser.ts
@@ -9,7 +9,9 @@ import {
   NumberType,
   StringType,
   BooleanType,
-  ReferenceType
+  ReferenceType,
+  NumberModel,
+  StringModel
 } from './utils'
 
 export class Parser {
@@ -225,17 +227,16 @@ export class Parser {
   }
 
   private handleUnionTypeOfLiteralType(unionType: ts.UnionTypeNode, declarationName: ts.Identifier) {
-    let enumType: 'string' | 'number' | undefined
+    let enumType: 'string' | 'number' | 'boolean' | undefined
     const enums: any[] = []
     for (const childType of unionType.types) {
       if (childType.kind === ts.SyntaxKind.LiteralType) {
-        const literalType = childType as ts.LiteralTypeNode
-        if (literalType.literal.kind === ts.SyntaxKind.StringLiteral) {
-          enumType = 'string'
-          enums.push(literalType.literal.text)
-        } else if (literalType.literal.kind === ts.SyntaxKind.NumericLiteral) {
-          enumType = 'number'
-          enums.push(+literalType.literal.text)
+        const { type, value } = this.getEnumOfLiteralType(childType as ts.LiteralTypeNode)
+        if (type !== undefined) {
+          enumType = type
+        }
+        if (value !== undefined) {
+          enums.push(value)
         }
       } else if (childType.kind === ts.SyntaxKind.NullKeyword) {
         enums.push(null)
@@ -243,20 +244,28 @@ export class Parser {
     }
     if (enumType) {
       if (enumType === 'string') {
-        const model: Model = {
+        const model: StringModel = {
           kind: enumType,
           name: declarationName.text,
           enums
         }
         this.models.push(model)
-      } else {
-        const model: Model = {
+      } else if (enumType === 'number') {
+        const model: NumberModel = {
           kind: enumType,
           type: enumType,
           name: declarationName.text,
           enums
         }
         this.models.push(model)
+      } else if (enumType === 'boolean') {
+        const model: Model = {
+          kind: 'union',
+          name: declarationName.text,
+          members: unionType.types.map(e => this.getType(e)),
+          entry: undefined
+        }
+        this.models.push(model)
       }
     }
   }
@@ -362,15 +371,45 @@ export class Parser {
     }
   }
 
+  private getEnumOfLiteralType(literalType: ts.LiteralTypeNode): { type: 'string' | 'number' | 'boolean' | undefined, value: any } {
+    if (literalType.literal.kind === ts.SyntaxKind.StringLiteral) {
+      return {
+        type: 'string',
+        value: literalType.literal.text
+      }
+    }
+    if (literalType.literal.kind === ts.SyntaxKind.NumericLiteral) {
+      return {
+        type: 'number',
+        value: +literalType.literal.text
+      }
+    }
+    if (literalType.literal.kind === ts.SyntaxKind.TrueKeyword) {
+      return {
+        type: 'boolean',
+        value: true
+      }
+    } else if (literalType.literal.kind === ts.SyntaxKind.FalseKeyword) {
+      return {
+        type: 'boolean',
+        value: false
+      }
+    }
+    return {
+      type: undefined,
+      value: undefined
+    }
+  }
+
   private getTypeOfLiteralType(literalType: ts.LiteralTypeNode): Type {
-    let enumType: 'string' | 'number' | undefined
+    let enumType: 'string' | 'number' | 'boolean' | undefined
     const enums: any[] = []
-    if (literalType.literal.kind === ts.SyntaxKind.StringLiteral) {
-      enumType = 'string'
-      enums.push(literalType.literal.text)
-    } else if (literalType.literal.kind === ts.SyntaxKind.NumericLiteral) {
-      enumType = 'number'
-      enums.push(+literalType.literal.text)
+    const { type, value } = this.getEnumOfLiteralType(literalType)
+    if (type !== undefined) {
+      enumType = type
+    }
+    if (value !== undefined) {
+      enums.push(value)
     }
     if (enumType) {
       return {
@@ -387,16 +426,15 @@ export class Parser {
 
   private getTypeOfUnionType(unionType: ts.UnionTypeNode): Type {
     if (unionType.types.every(u => u.kind === ts.SyntaxKind.LiteralType)) {
-      let enumType: 'string' | 'number' | undefined
+      let enumType: 'string' | 'number' | 'boolean' | undefined
       const enums: any[] = []
       for (const childType of unionType.types) {
-        const literalType = childType as ts.LiteralTypeNode
-        if (literalType.literal.kind === ts.SyntaxKind.StringLiteral) {
-          enumType = 'string'
-          enums.push(literalType.literal.text)
-        } else if (literalType.literal.kind === ts.SyntaxKind.NumericLiteral) {
-          enumType = 'number'
-          enums.push(+literalType.literal.text)
+        const { type, value } = this.getEnumOfLiteralType(childType as ts.LiteralTypeNode)
+        if (type !== undefined) {
+          enumType = type
+        }
+        if (value !== undefined) {
+          enums.push(value)
         }
       }
       if (enumType) {
diff --git a/src/utils.ts b/src/utils.ts
index b0972d7..a7dfe88 100644
--- a/src/utils.ts
+++ b/src/utils.ts
@@ -38,16 +38,10 @@ export type UnionModel = UnionType & {
   entry: string | undefined;
 }
 
-/**
- * @public
- */
 export type StringModel = StringType & {
   name: string;
 }
 
-/**
- * @public
- */
 export type NumberModel = NumberType & {
   name: string;
 }