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

Department of Chemistry

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

8 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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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 = "Funding Information: Financial support from the Ministry of Science and Technology of the Republic of China (MOST 103-2113-M-003-008-MY3), the National Taiwan Normal University (103-07-C), and the Instrumentation Centre at National Taiwan Normal University is gratefully acknowledged. We thank Ms. Hsiu-Ni Huang, Ms. Chiu-Hui He, and Ting-Shen Kuo for providing the HRMS, NMR, and crystallographic data, respectively.",

year = "2018",

month = mar,

day = "14",

doi = "10.1002/ejoc.201701618",

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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

N1 - Funding Information: Financial support from the Ministry of Science and Technology of the Republic of China (MOST 103-2113-M-003-008-MY3), the National Taiwan Normal University (103-07-C), and the Instrumentation Centre at National Taiwan Normal University is gratefully acknowledged. We thank Ms. Hsiu-Ni Huang, Ms. Chiu-Hui He, and Ting-Shen Kuo for providing the HRMS, NMR, and crystallographic data, respectively.

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

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SN - 0075-4617

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

Abstract

Keywords

ASJC Scopus subject areas

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