A One-Pot Construction of Halogenated Trifluoromethylated Pyrroles through NXS (X = Br, I) Triggered Cascade

Chaoqian Huang; Yu Zeng; Huayu Cheng; Anjing Hu; Lu Liu; Yuanjing Xiao; Junliang Zhang

doi:10.1021/acs.orglett.7b02427

A One-Pot Construction of Halogenated Trifluoromethylated Pyrroles through NXS (X = Br, I) Triggered Cascade

Chaoqian Huang
, Yu Zeng
, Huayu Cheng
, Anjing Hu
, Lu Liu
, Yuanjing Xiao^*
, Junliang Zhang

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

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

57 Scopus citations

Abstract

An easy two-step, one-pot synthesis of halogenated trifluoromethylated pyrroles is realized by sequential intermolecular hydroamination reaction of 2-trifluoromethyl-1,3-enynes with aliphatic primary amines under mild reaction conditions, and NXS mediated oxidative cyclization of the hydroamination product. The salient features of this method include mild conditions, readily available starting materials, general substrate scope, high efficiency and synthetic utility of the products.

Original language	English
Pages (from-to)	4968-4971
Number of pages	4
Journal	Organic Letters
Volume	19
Issue number	18
DOIs	https://doi.org/10.1021/acs.orglett.7b02427
State	Published - 15 Sep 2017

Access to Document

10.1021/acs.orglett.7b02427

Cite this

@article{7f38666c15214e9eb61ce5ff13e05599,

title = "A One-Pot Construction of Halogenated Trifluoromethylated Pyrroles through NXS (X = Br, I) Triggered Cascade",

abstract = "An easy two-step, one-pot synthesis of halogenated trifluoromethylated pyrroles is realized by sequential intermolecular hydroamination reaction of 2-trifluoromethyl-1,3-enynes with aliphatic primary amines under mild reaction conditions, and NXS mediated oxidative cyclization of the hydroamination product. The salient features of this method include mild conditions, readily available starting materials, general substrate scope, high efficiency and synthetic utility of the products.",

author = "Chaoqian Huang and Yu Zeng and Huayu Cheng and Anjing Hu and Lu Liu and Yuanjing Xiao and Junliang Zhang",

note = "Publisher Copyright: {\textcopyright} 2017 American Chemical Society.",

year = "2017",

month = sep,

day = "15",

doi = "10.1021/acs.orglett.7b02427",

language = "英语",

volume = "19",

pages = "4968--4971",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "18",

}

TY - JOUR

T1 - A One-Pot Construction of Halogenated Trifluoromethylated Pyrroles through NXS (X = Br, I) Triggered Cascade

AU - Huang, Chaoqian

AU - Zeng, Yu

AU - Cheng, Huayu

AU - Hu, Anjing

AU - Liu, Lu

AU - Xiao, Yuanjing

AU - Zhang, Junliang

PY - 2017/9/15

Y1 - 2017/9/15

N2 - An easy two-step, one-pot synthesis of halogenated trifluoromethylated pyrroles is realized by sequential intermolecular hydroamination reaction of 2-trifluoromethyl-1,3-enynes with aliphatic primary amines under mild reaction conditions, and NXS mediated oxidative cyclization of the hydroamination product. The salient features of this method include mild conditions, readily available starting materials, general substrate scope, high efficiency and synthetic utility of the products.

AB - An easy two-step, one-pot synthesis of halogenated trifluoromethylated pyrroles is realized by sequential intermolecular hydroamination reaction of 2-trifluoromethyl-1,3-enynes with aliphatic primary amines under mild reaction conditions, and NXS mediated oxidative cyclization of the hydroamination product. The salient features of this method include mild conditions, readily available starting materials, general substrate scope, high efficiency and synthetic utility of the products.

UR - https://www.scopus.com/pages/publications/85029541338

U2 - 10.1021/acs.orglett.7b02427

DO - 10.1021/acs.orglett.7b02427

M3 - 文章

C2 - 28862450

AN - SCOPUS:85029541338

SN - 1523-7060

VL - 19

SP - 4968

EP - 4971

JO - Organic Letters

JF - Organic Letters

IS - 18

ER -

A One-Pot Construction of Halogenated Trifluoromethylated Pyrroles through NXS (X = Br, I) Triggered Cascade

Abstract

Access to Document

Other files and links

Fingerprint

Cite this