Domino synthetic strategy for tetrahydrothiophene derivatives from 2-acetylfuran/2-acetylthiophene, benzaldehydes, and sulfur powder

A domino reaction from 2-acetylfuran/2-acetylthiophene, benzaldehydes and sulfur powder has been developed to synthesize a series of tetrahydrothiophene derivatives. The reaction proceeds well to construct five new bonds and a tetrahydrothiophene ring by one-pot. A possible mechanism was proposed, i...

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Bibliographic Details
Main Authors: Dongdong Chen, Yannan Bai, Qi Cheng, Jingwei Li, Zongbo Tong, Jianfeng Hou, Tao Liu, Yuqi Guo, Xiaolin Tang, Xue Yang, Xufeng Yang
Format: Article
Language:English
Published: Elsevier 2022-09-01
Series:Arabian Journal of Chemistry
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Online Access:http://www.sciencedirect.com/science/article/pii/S1878535222004130
Description
Summary:A domino reaction from 2-acetylfuran/2-acetylthiophene, benzaldehydes and sulfur powder has been developed to synthesize a series of tetrahydrothiophene derivatives. The reaction proceeds well to construct five new bonds and a tetrahydrothiophene ring by one-pot. A possible mechanism was proposed, involving a stepwise of Aldol/double Michael addition/internal SN2 cascaded reaction with sulfur powder acts as a source of sulfur. This method is characterized by mild reaction conditions, commercially available starting materials and transition-metal-free.
ISSN:1878-5352