Synthesis 2019; 51(22): 4165-4169
DOI: 10.1055/s-0039-1690191
paper
© Georg Thieme Verlag Stuttgart · New York

Thermally Induced Intramolecular Benzannulation of Diazoacetoacetate Enones Tethered with Unactivated Alkynes: Synthesis of Substituted 6H-Benzo[c]chromenes

Yangfan Chen
,
Di Wu
,
Jiawen Zhou
,
Yun Wang
,
Jing Huang
,
Xichen Xu
This work was supported by the National Natural Science Foundation of China (21801198) and by the Wuhan Institute of Technology (17QD05).
Further Information

Publication History

Received: 13 May 2019

Accepted after revision: 06 August 2019

Publication Date:
28 August 2019 (eFirst)

Abstract

A facile and efficient intramolecular benzannulation strategy for the synthesis of substituted 6H-benzo[c]chromenes from diazoaceto­acetate enones tethered with unactivated alkynes has been developed. The reaction proceeds in moderate to good yields under operationally simple conditions with thermally induced [4+2]-annulation of intermediate vinyl ketenes as the key step.

Supporting Information

 
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