InBr3-mediated one-pot synthesis of 2-(polyhydroxylatedalkyl)-N- aryl-/-alkylpyrroles from 1,2-cyclopropa-3-pyranone and amines

Pingyuan Wang; Shanshan Song; Zehong Miao; Guangfu Yang; Ao Zhang

doi:10.1021/ol401489x

InBr₃-mediated one-pot synthesis of 2-(polyhydroxylatedalkyl)-N- aryl-/-alkylpyrroles from 1,2-cyclopropa-3-pyranone and amines

Pingyuan Wang
, Shanshan Song
, Zehong Miao
, Guangfu Yang
, Ao Zhang

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

23 Scopus citations

Abstract

An efficient one-pot synthesis of polyhydroxyalkyl-substituted pyrroles from 1,2-cyclopropa-3-pyranones with primary amines is reported. With 10% of InBr₃ as the catalyst, both aryl- and alkylamines as well as various 1,2-cyclopropa-3-pyranones are well tolerated. This method is highly appealing because of its one-pot process, mild reaction conditions, substrate simplicity, and broad substrate scope.

Original language	English (US)
Pages (from-to)	3852-3855
Number of pages	4
Journal	Organic Letters
Volume	15
Issue number	15
DOIs	https://doi.org/10.1021/ol401489x
State	Published - Aug 2 2013
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "An efficient one-pot synthesis of polyhydroxyalkyl-substituted pyrroles from 1,2-cyclopropa-3-pyranones with primary amines is reported. With 10\% of InBr3 as the catalyst, both aryl- and alkylamines as well as various 1,2-cyclopropa-3-pyranones are well tolerated. This method is highly appealing because of its one-pot process, mild reaction conditions, substrate simplicity, and broad substrate scope.",

author = "Pingyuan Wang and Shanshan Song and Zehong Miao and Guangfu Yang and Ao Zhang",

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AU - Wang, Pingyuan

AU - Song, Shanshan

AU - Miao, Zehong

AU - Yang, Guangfu

AU - Zhang, Ao

PY - 2013/8/2

Y1 - 2013/8/2

N2 - An efficient one-pot synthesis of polyhydroxyalkyl-substituted pyrroles from 1,2-cyclopropa-3-pyranones with primary amines is reported. With 10% of InBr3 as the catalyst, both aryl- and alkylamines as well as various 1,2-cyclopropa-3-pyranones are well tolerated. This method is highly appealing because of its one-pot process, mild reaction conditions, substrate simplicity, and broad substrate scope.

AB - An efficient one-pot synthesis of polyhydroxyalkyl-substituted pyrroles from 1,2-cyclopropa-3-pyranones with primary amines is reported. With 10% of InBr3 as the catalyst, both aryl- and alkylamines as well as various 1,2-cyclopropa-3-pyranones are well tolerated. This method is highly appealing because of its one-pot process, mild reaction conditions, substrate simplicity, and broad substrate scope.

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ER -

InBr₃-mediated one-pot synthesis of 2-(polyhydroxylatedalkyl)-N- aryl-/-alkylpyrroles from 1,2-cyclopropa-3-pyranone and amines

Abstract

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