Synthesis 2018; 50(08): 1667-1674
DOI: 10.1055/s-0036-1591758
paper
© Georg Thieme Verlag Stuttgart · New York

Construction of Functionalized (Dihydro)thieno[2,3-c]chromene Derivatives via a Domino Michael Addition/Intramolecular Cyclization Reaction

Li-Si-Han Yu
Department of Chemistry and Life Sciences, Zhejiang Normal University, 321004 Jinhua, P. R. of China   eMail: xiejw@zjnu.edu.cn
,
Jian-Lian Dong
Department of Chemistry and Life Sciences, Zhejiang Normal University, 321004 Jinhua, P. R. of China   eMail: xiejw@zjnu.edu.cn
,
Zhi-Jian Gao
Department of Chemistry and Life Sciences, Zhejiang Normal University, 321004 Jinhua, P. R. of China   eMail: xiejw@zjnu.edu.cn
,
Jing Wang
Department of Chemistry and Life Sciences, Zhejiang Normal University, 321004 Jinhua, P. R. of China   eMail: xiejw@zjnu.edu.cn
,
Jian-Wu Xie*
Department of Chemistry and Life Sciences, Zhejiang Normal University, 321004 Jinhua, P. R. of China   eMail: xiejw@zjnu.edu.cn
› Institutsangaben
We are grateful for the financial support by the Program for the National­ Natural Science Foundation of China (21272214).
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Publikationsverlauf

Received: 05. Dezember 2017

Accepted after revision: 03. Januar 2018

Publikationsdatum:
29. Januar 2018 (online)


Abstract

A one-pot synthesis of substituted (dihydro)thieno[2,3-c]chromene derivatives was developed through a Lewis base catalyzed domino Michael addition/intramolecular cyclization reaction between 3-nitro-2H-chromenes and thioamides. The desired (dihydro)thieno[2,3-c]chromene derivatives were prepared with a large substrate scope (22 examples) and excellent diastereoselectivity in moderate to excellent yields.

Supporting Information