Three-component domino reactions for selective formation of indeno[1,2- b ]indole derivatives

Bo Jiang; Qiu Yun Li; Shu Jiang Tu; Guigen Li

doi:10.1021/ol3023038

Three-component domino reactions for selective formation of indeno[1,2- b ]indole derivatives

Bo Jiang, Qiu Yun Li, Shu Jiang Tu, Guigen Li

Chemistry and Biochemistry

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

62 Scopus citations

Abstract

Efficient three-component domino strategies for the synthesis of multifunctionalized tetracyclic indeno[1,2-b]indole derivatives with different substituted patterns have been established successfully. The first pathway involves a novel sequential methyl migration, aromatization, and esterification, while a second reaction in HOAc leads to compounds 6 with high syn diastereoselectivity. Both reactions showed attractive features including mild conditions, convenient one-pot operation, short reaction times of 15-32 min, and excellent regio- and/or stereoselectivity.

Original language	English
Pages (from-to)	5210-5213
Number of pages	4
Journal	Organic Letters
Volume	14
Issue number	20
DOIs	https://doi.org/10.1021/ol3023038
State	Published - Oct 19 2012

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title = "Three-component domino reactions for selective formation of indeno[1,2- b ]indole derivatives",

abstract = "Efficient three-component domino strategies for the synthesis of multifunctionalized tetracyclic indeno[1,2-b]indole derivatives with different substituted patterns have been established successfully. The first pathway involves a novel sequential methyl migration, aromatization, and esterification, while a second reaction in HOAc leads to compounds 6 with high syn diastereoselectivity. Both reactions showed attractive features including mild conditions, convenient one-pot operation, short reaction times of 15-32 min, and excellent regio- and/or stereoselectivity.",

author = "Bo Jiang and Li, {Qiu Yun} and Tu, {Shu Jiang} and Guigen Li",

year = "2012",

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doi = "10.1021/ol3023038",

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journal = "Organic Letters",

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AU - Jiang, Bo

AU - Li, Qiu Yun

AU - Tu, Shu Jiang

AU - Li, Guigen

PY - 2012/10/19

Y1 - 2012/10/19

N2 - Efficient three-component domino strategies for the synthesis of multifunctionalized tetracyclic indeno[1,2-b]indole derivatives with different substituted patterns have been established successfully. The first pathway involves a novel sequential methyl migration, aromatization, and esterification, while a second reaction in HOAc leads to compounds 6 with high syn diastereoselectivity. Both reactions showed attractive features including mild conditions, convenient one-pot operation, short reaction times of 15-32 min, and excellent regio- and/or stereoselectivity.

AB - Efficient three-component domino strategies for the synthesis of multifunctionalized tetracyclic indeno[1,2-b]indole derivatives with different substituted patterns have been established successfully. The first pathway involves a novel sequential methyl migration, aromatization, and esterification, while a second reaction in HOAc leads to compounds 6 with high syn diastereoselectivity. Both reactions showed attractive features including mild conditions, convenient one-pot operation, short reaction times of 15-32 min, and excellent regio- and/or stereoselectivity.

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SN - 1523-7060

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Three-component domino reactions for selective formation of indeno[1,2- b ]indole derivatives

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