Synthesis of 1,2,3-Fused Indole Polyheterocycles by Copper-Catalyzed Cascade Reaction

Veerababurao Kavala; Zonghan Yang; Ashok Konala; Tang Hao Yang; Chun Wei Kuo; Jian Yao Ruan; Ching Fa Yao

doi:10.1002/ejoc.201701618

Synthesis of 1,2,3-Fused Indole Polyheterocycles by Copper-Catalyzed Cascade Reaction

Veerababurao Kavala, Zonghan Yang, Ashok Konala, Tang Hao Yang, Chun Wei Kuo, Jian Yao Ruan, Ching Fa Yao^*

^*Corresponding author for this work

Department of Chemistry

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

17 Citations (Scopus)

Abstract

A one-pot reaction has been devloped for the preparation of 1,2,3-fused indole polyheterocycles by starting from 2-iodobenzamide and 2-iodobenzyl cyanide in the presence of a copper catalyst. The cascade process involves the efficient formation of one C–C and three C–N bonds. A broad substrate scope, good yields, and short reactions times are key features of this strategy.

Original language	English
Pages (from-to)	1241-1247
Number of pages	7
Journal	European Journal of Organic Chemistry
Volume	2018
Issue number	10
DOIs	https://doi.org/10.1002/ejoc.201701618
Publication status	Published - 2018 Mar 14

Keywords

Copper
Domino reactions
Nitrogen heterocycles
Polycycles
Synthetic methods

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry

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10.1002/ejoc.201701618

Cite this

@article{e04a5c5483d644a99d442781b59f1d97,

title = "Synthesis of 1,2,3-Fused Indole Polyheterocycles by Copper-Catalyzed Cascade Reaction",

abstract = "A one-pot reaction has been devloped for the preparation of 1,2,3-fused indole polyheterocycles by starting from 2-iodobenzamide and 2-iodobenzyl cyanide in the presence of a copper catalyst. The cascade process involves the efficient formation of one C–C and three C–N bonds. A broad substrate scope, good yields, and short reactions times are key features of this strategy.",

keywords = "Copper, Domino reactions, Nitrogen heterocycles, Polycycles, Synthetic methods",

author = "Veerababurao Kavala and Zonghan Yang and Ashok Konala and Yang, {Tang Hao} and Kuo, {Chun Wei} and Ruan, {Jian Yao} and Yao, {Ching Fa}",

note = "Publisher Copyright: {\textcopyright} 2018 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim",

year = "2018",

month = mar,

day = "14",

doi = "10.1002/ejoc.201701618",

language = "English",

volume = "2018",

pages = "1241--1247",

journal = "European Journal of Organic Chemistry",

issn = "1434-193X",

number = "10",

}

TY - JOUR

T1 - Synthesis of 1,2,3-Fused Indole Polyheterocycles by Copper-Catalyzed Cascade Reaction

AU - Kavala, Veerababurao

AU - Yang, Zonghan

AU - Konala, Ashok

AU - Yang, Tang Hao

AU - Kuo, Chun Wei

AU - Ruan, Jian Yao

AU - Yao, Ching Fa

PY - 2018/3/14

Y1 - 2018/3/14

N2 - A one-pot reaction has been devloped for the preparation of 1,2,3-fused indole polyheterocycles by starting from 2-iodobenzamide and 2-iodobenzyl cyanide in the presence of a copper catalyst. The cascade process involves the efficient formation of one C–C and three C–N bonds. A broad substrate scope, good yields, and short reactions times are key features of this strategy.

AB - A one-pot reaction has been devloped for the preparation of 1,2,3-fused indole polyheterocycles by starting from 2-iodobenzamide and 2-iodobenzyl cyanide in the presence of a copper catalyst. The cascade process involves the efficient formation of one C–C and three C–N bonds. A broad substrate scope, good yields, and short reactions times are key features of this strategy.

KW - Copper

KW - Domino reactions

KW - Nitrogen heterocycles

KW - Polycycles

KW - Synthetic methods

UR - http://www.scopus.com/inward/record.url?scp=85043706273&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85043706273&partnerID=8YFLogxK

U2 - 10.1002/ejoc.201701618

DO - 10.1002/ejoc.201701618

M3 - Article

AN - SCOPUS:85043706273

SN - 1434-193X

VL - 2018

SP - 1241

EP - 1247

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 10

ER -

Synthesis of 1,2,3-Fused Indole Polyheterocycles by Copper-Catalyzed Cascade Reaction

Abstract

Keywords

ASJC Scopus subject areas

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CCDC 1812834: Experimental Crystal Structure Determination

CCDC 1812835: Experimental Crystal Structure Determination

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Synthesis of 1,2,3-Fused Indole Polyheterocycles by Copper-Catalyzed Cascade Reaction

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Datasets

CCDC 1812834: Experimental Crystal Structure Determination

CCDC 1812835: Experimental Crystal Structure Determination

Cite this