Synthesis of 2-substituted 3-chlorobenzofurans via TMSCl-mediated nucleophilic annulation of isatin-derived propargylic alcohols,Organic & Biomolecular Chemistry

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Synthesis of 2-substituted 3-chlorobenzofurans via TMSCl-mediated nucleophilic annulation of isatin-derived propargylic alcohols
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2018-08-08 , DOI: 10.1039/c8ob01731j
Zhou Sun _{1,

2,

3,

4} , Kuirong Xiang _{1,

2,

3,

4} , Hua Tao _{5,

6,

7} , Liqun Guo _{1,

2,

3,

4} , Ying Li _{1,

2,

3,

4}

Affiliation

A TMSCl-mediated cascade annulation of isatin-derived propargylic alcohols for the synthesis of 2-substituted 3-chlorobenzofurans is now reported. Mechanistic investigations showed that this proceeded through a sequential Meyer–Schuster rearrangement/nucleophilic addition/intramolecular annulation. TMSCl not only acts as a promoter, but also acts as a chlorine source in this protocol.

中文翻译：

TMSC1介导的伊斯丁衍生的炔丙醇的亲核环化反应合成2-取代的3-氯苯并呋喃

现在报道了用于合成2-取代的3-氯苯并呋喃的由TMSA1介导的伊斯兰衍生的炔丙醇的级联环化。机理研究表明，这是通过依次进行Meyer-Schuster重排/亲核加成/分子内环化而进行的。在该方案中，TMSC1不仅充当启动子，而且充当氯源。

更新日期：2018-08-22

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