Synthesis of benzofuro- And benzothieno[2,3-: C] pyridines via copper-catalyzed [4 + 2] annulation of ketoxime acetates with acetoacetanilide

Binsen Rong; Gaochen Xu; Huan Yan; Sai Zhang; Qinghuan Wu; Ning Zhu; Zheng Fang; Jindian Duan; Kai Guo

doi:10.1039/d1qo00094b

Synthesis of benzofuro- And benzothieno[2,3-: C] pyridines via copper-catalyzed [4 + 2] annulation of ketoxime acetates with acetoacetanilide

Binsen Rong, Gaochen Xu, Huan Yan, Sai Zhang, Qinghuan Wu, Ning Zhu, Zheng Fang, Jindian Duan, Kai Guo

COLLEGE OF BIOTECHNOLOGY AND PHARMACEUTICAL ENGINEERING

Nanjing Tech University

Research output: Contribution to journal › Article › peer-review

21 Scopus citations

Abstract

An efficient copper-catalyzed annulation of ketoxime acetates with acetoacetanilide has been developed. This strategy provides an alternate route towards the synthesis of benzofuro- and benzothieno[2,3-c]pyridines with good functional group tolerance and operational simplicity. Mechanistic investigation indicates that an ionic pathway rather than a radical pathway was involved in the transformation.

Original language	English
Pages (from-to)	2939-2943
Number of pages	5
Journal	Organic Chemistry Frontiers
Volume	8
Issue number	12
DOIs	https://doi.org/10.1039/d1qo00094b
State	Published - 21 Jun 2021

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title = "Synthesis of benzofuro- And benzothieno[2,3-: C] pyridines via copper-catalyzed [4 + 2] annulation of ketoxime acetates with acetoacetanilide",

abstract = "An efficient copper-catalyzed annulation of ketoxime acetates with acetoacetanilide has been developed. This strategy provides an alternate route towards the synthesis of benzofuro- and benzothieno[2,3-c]pyridines with good functional group tolerance and operational simplicity. Mechanistic investigation indicates that an ionic pathway rather than a radical pathway was involved in the transformation.",

author = "Binsen Rong and Gaochen Xu and Huan Yan and Sai Zhang and Qinghuan Wu and Ning Zhu and Zheng Fang and Jindian Duan and Kai Guo",

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T1 - Synthesis of benzofuro- And benzothieno[2,3-

T2 - C] pyridines via copper-catalyzed [4 + 2] annulation of ketoxime acetates with acetoacetanilide

AU - Rong, Binsen

AU - Xu, Gaochen

AU - Yan, Huan

AU - Zhang, Sai

AU - Wu, Qinghuan

AU - Zhu, Ning

AU - Fang, Zheng

AU - Duan, Jindian

AU - Guo, Kai

PY - 2021/6/21

Y1 - 2021/6/21

N2 - An efficient copper-catalyzed annulation of ketoxime acetates with acetoacetanilide has been developed. This strategy provides an alternate route towards the synthesis of benzofuro- and benzothieno[2,3-c]pyridines with good functional group tolerance and operational simplicity. Mechanistic investigation indicates that an ionic pathway rather than a radical pathway was involved in the transformation.

AB - An efficient copper-catalyzed annulation of ketoxime acetates with acetoacetanilide has been developed. This strategy provides an alternate route towards the synthesis of benzofuro- and benzothieno[2,3-c]pyridines with good functional group tolerance and operational simplicity. Mechanistic investigation indicates that an ionic pathway rather than a radical pathway was involved in the transformation.

UR - http://www.scopus.com/inward/record.url?scp=85108030720&partnerID=8YFLogxK

U2 - 10.1039/d1qo00094b

DO - 10.1039/d1qo00094b

M3 - 文章

AN - SCOPUS:85108030720

SN - 2052-4110

VL - 8

SP - 2939

EP - 2943

JO - Organic Chemistry Frontiers

JF - Organic Chemistry Frontiers

IS - 12

ER -

Synthesis of benzofuro- And benzothieno[2,3-: C] pyridines via copper-catalyzed [4 + 2] annulation of ketoxime acetates with acetoacetanilide

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