An Efficient Synthesis of Benzothieno-[3',2': 2,3]pyrido[4,5-d]thiazolo[3,2-a]pyrimidin-5-ones

doi:10.6023/cjoc201609031

Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (3): 698-703.DOI: 10.6023/cjoc201609031 Previous Articles Next Articles

ARTICLE

苯并噻吩并[3',2':2,3]吡啶并[4,5-d]噻唑并[3,2-a]嘧啶酮类衍生物的有效合成

王冬, 王道林, 钱建华

渤海大学化学化工学院辽宁省功能化合物合成与应用重点实验室锦州 121003

收稿日期:2016-09-29 修回日期:2016-11-07 发布日期:2016-11-22
通讯作者: 王道林,E-mail:wangdaolin@sina.com E-mail:wangdaolin@sina.com
基金资助:
辽宁省教育厅创新团队（No.2015001）资助项目.

An Efficient Synthesis of Benzothieno-[3',2': 2,3]pyrido[4,5-d]thiazolo[3,2-a]pyrimidin-5-ones

Wang Dong, Wang Daolin, Qian Jianhua

Key Laboratory of Synthesis & Application of Functional Compound, College of Chemistry, Chemical Engineering, Bohai University, Jinzhou 121003

Received:2016-09-29 Revised:2016-11-07 Published:2016-11-22
Contact: 10.6023/cjoc201609031 E-mail:wangdaolin@sina.com
Supported by:
Project supported by the Innovation Team Project of Liaoning Province Education Department (No. 2015001).

1. An Efficient Synthesis of Benzothieno-[3',2': 2,3]pyrido[4,5-d]thiazolo[3,2-a]pyrimidin-5-ones.PDF(1093KB)

Abstract

A series of novel benzothieno[3',2':2,3]pyrido[4,5-d]thiazolo[3,2-a]pyrimidinone derivatives are prepared via sulfamic acid-catalyzed Pictet-Spengler cyclization of 7-(3-amino-5-phenylaminothiazolo-2-yl) thiazolo[3,2-a]pyrimidin-5-one, which in turn were obtained from the Thorpe-Ziegler isomerization of 7-(chloromethyl)thiazolo[3,2-a]pyrimidin-5-one with 2-mercaptobenzonitrile. The method was characterized with raw material easy to get, mild reaction conditions, good yields and a facile and efficient synthetic method of novel fused pyrimidines.

Key words: 7-(chloromethyl)thiazolo[3,2-a]pyrimidin-5-one, 2-mercaptobenzonitrile, benzothieno[3',2':2,3]pyrido[4,5-d]-thiazolo[3,2-a]pyrimidin-5-one, Thorpe-Ziegler cyclization, Pictet-Spengler reaction, synthesis

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Wang Dong, Wang Daolin, Qian Jianhua. An Efficient Synthesis of Benzothieno-[3',2': 2,3]pyrido[4,5-d]thiazolo[3,2-a]pyrimidin-5-ones[J]. Chin. J. Org. Chem., 2017, 37(3): 698-703.

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苯并噻吩并[3',2':2,3]吡啶并[4,5-d]噻唑并[3,2-a]嘧啶酮类衍生物的有效合成

An Efficient Synthesis of Benzothieno-[3',2': 2,3]pyrido[4,5-d]thiazolo[3,2-a]pyrimidin-5-ones

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