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Efficient synthesis of spiro diheterocycles multi-component dicyclization reaction

A facile synthetic protocol for the preparation of spiro diheterocycles from easily available 2′-aminoacetophenones, isocyanates and 1,4-benzoquinones or quinone monoimines under mild conditions has been developed. This multi-component transformation is characterized by efficient construction of two...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2022-11, Vol.2 (43), p.8461-8464
Main Authors: Wang, Lingfeng, Zhao, Peng, Li, Song, Ma, Yongmin, Zhang, Pengfei, Xu, Weiming
Format: Article
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Summary:A facile synthetic protocol for the preparation of spiro diheterocycles from easily available 2′-aminoacetophenones, isocyanates and 1,4-benzoquinones or quinone monoimines under mild conditions has been developed. This multi-component transformation is characterized by efficient construction of two heterocycles and one valuable quaternary carbon in one pot via an in situ cyclization-respiroannulation strategy. Moreover, this reaction showed a broad substrate scope, and generated diverse five-membered oxaspiros. Spiro diheterocycles with one valuable quaternary carbon were constructed in one pot via an in situ cyclization-respiroannulation strategy.
ISSN:1477-0520
1477-0539
DOI:10.1039/d2ob01368a