Regioselective access to CF3S-substituted dihydrofurans from homopropargylic alcohols with trifluoromethanesulfenamide

Dao Qian Chen; Pin Gao; Ping Xin Zhou; Xian Rong Song; Yi Feng Qiu; Xue Yuan Liu; Yong Min Liang

doi:10.1039/c5cc00669d

Regioselective access to CF₃S-substituted dihydrofurans from homopropargylic alcohols with trifluoromethanesulfenamide

Dao Qian Chen
, Pin Gao
, Ping Xin Zhou
, Xian Rong Song
, Yi Feng Qiu
, Xue Yuan Liu
, Yong Min Liang

Lanzhou University

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

43 Scopus citations

Abstract

A facile access to 4-((trifluoromethyl)thio)-2,3-dihydrofurans from unprotected homopropargylic alcohols in high regioselectivity is reported. This method is the first example of using a free hydroxy group as a nucleophile to complete a trifluoromethylthiolation/cyclization protocol with an alkyne in moderate to excellent yields.

Original language	English
Pages (from-to)	6637-6639
Number of pages	3
Journal	Chemical Communications
Volume	51
Issue number	30
DOIs	https://doi.org/10.1039/c5cc00669d
State	Published - 18 Apr 2015
Externally published	Yes

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title = "Regioselective access to CF3S-substituted dihydrofurans from homopropargylic alcohols with trifluoromethanesulfenamide",

abstract = "A facile access to 4-((trifluoromethyl)thio)-2,3-dihydrofurans from unprotected homopropargylic alcohols in high regioselectivity is reported. This method is the first example of using a free hydroxy group as a nucleophile to complete a trifluoromethylthiolation/cyclization protocol with an alkyne in moderate to excellent yields.",

author = "Chen, \{Dao Qian\} and Pin Gao and Zhou, \{Ping Xin\} and Song, \{Xian Rong\} and Qiu, \{Yi Feng\} and Liu, \{Xue Yuan\} and Liang, \{Yong Min\}",

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doi = "10.1039/c5cc00669d",

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T1 - Regioselective access to CF3S-substituted dihydrofurans from homopropargylic alcohols with trifluoromethanesulfenamide

AU - Chen, Dao Qian

AU - Gao, Pin

AU - Zhou, Ping Xin

AU - Song, Xian Rong

AU - Qiu, Yi Feng

AU - Liu, Xue Yuan

AU - Liang, Yong Min

PY - 2015/4/18

Y1 - 2015/4/18

N2 - A facile access to 4-((trifluoromethyl)thio)-2,3-dihydrofurans from unprotected homopropargylic alcohols in high regioselectivity is reported. This method is the first example of using a free hydroxy group as a nucleophile to complete a trifluoromethylthiolation/cyclization protocol with an alkyne in moderate to excellent yields.

AB - A facile access to 4-((trifluoromethyl)thio)-2,3-dihydrofurans from unprotected homopropargylic alcohols in high regioselectivity is reported. This method is the first example of using a free hydroxy group as a nucleophile to complete a trifluoromethylthiolation/cyclization protocol with an alkyne in moderate to excellent yields.

UR - https://www.scopus.com/pages/publications/84926500561

U2 - 10.1039/c5cc00669d

DO - 10.1039/c5cc00669d

M3 - 文章

C2 - 25776524

AN - SCOPUS:84926500561

SN - 1359-7345

VL - 51

SP - 6637

EP - 6639

JO - Chemical Communications

JF - Chemical Communications

IS - 30

ER -

Regioselective access to CF₃S-substituted dihydrofurans from homopropargylic alcohols with trifluoromethanesulfenamide

Abstract

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