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

20 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

Access to Document

10.1021/ol401489x

Cite this

@article{a9e145f8fa2145dbb1c1210bb51780c8,

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

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",

year = "2013",

month = aug,

day = "2",

doi = "10.1021/ol401489x",

language = "English (US)",

volume = "15",

pages = "3852--3855",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "15",

}

TY - JOUR

T1 - InBr3-mediated one-pot synthesis of 2-(polyhydroxylatedalkyl)-N- aryl-/-alkylpyrroles from 1,2-cyclopropa-3-pyranone and amines

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.

UR - http://www.scopus.com/inward/record.url?scp=84881235563&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84881235563&partnerID=8YFLogxK

U2 - 10.1021/ol401489x

DO - 10.1021/ol401489x

M3 - Article

C2 - 23855782

AN - SCOPUS:84881235563

SN - 1523-7060

VL - 15

SP - 3852

EP - 3855

JO - Organic Letters

JF - Organic Letters

IS - 15

ER -

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

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this