Application of Benzofuran-Derived Azadienes as Two-Carbon Building Blocks in Annulations: Chemo- and Diastereoselective Construction of Spiro-Benzofuran Scaffolds-Reference-Cited by-同舟云学术

Application of Benzofuran-Derived Azadienes as Two-Carbon Building Blocks in Annulations: Chemo- and Diastereoselective Construction of Spiro-Benzofuran Scaffolds

Published:2020-07-15 Issue: Volume: Page:
ISSN:0039-7881
Container-title:Synthesis
language:en
Short-container-title:Synthesis

Author:

Zhang Jin-Peng¹,Tan Wei²,Shi Feng²^ORCID,Wang Ye-Xin²,Lu Yi-Nan²,Xu Lin-Lin¹,Sheng Feng-Tao²

Affiliation:

1. Key Lab of Environment and Health, School of Public Health, Xuzhou Medical University

2. School of Chemistry and Materials Science, Jiangsu Normal University

Abstract

A base-promoted (2+4) annulation of benzofuran-derived azadienes with para-quinone methide derivatives has been established, which afforded spiro-benzofuran derivatives in generally high yields (57–97%) and with good diastereoselectivities (85:15 to >95:5 dr). This reaction not only represents the first application of benzofuran-derived azadienes as two-carbon building blocks in annulations, but also provides an efficient protocol for the construction of spiro-benzofuran scaffolds with chemoselectivity and high diastereoselectivity. This approach will enrich the chemistry of benzofuran-derived azadiene-involved reactions.

Funder

National Natural Science Foundation of China

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Catalysis

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0040-1707205.pdf

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