Direct Substitution of Secondary and Tertiary Alcohols to Generate Sulfones under Catalyst- and Additive-Free Conditions

Yanan Liu; Peizhong Xie; Zuolian Sun; Xiangyang Wo; Cuiqing Gao; Weishan Fu; Teck Peng Loh

doi:10.1021/acs.orglett.8b02188

Direct Substitution of Secondary and Tertiary Alcohols to Generate Sulfones under Catalyst- and Additive-Free Conditions

Yanan Liu, Peizhong Xie^*, Zuolian Sun, Xiangyang Wo, Cuiqing Gao, Weishan Fu, Teck Peng Loh

^*Corresponding author for this work

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

32 Citations (Scopus)

Abstract

An environmentally benign protocol that affords propargylic sulfones containing highly congested carbon centers from easily accessible alcohols and sulfinic acids with water as the only byproduct is reported. The reaction proceeded via an in situ dehydrative cross-coupling process by taking advantage of the synergetic actions of multiple hydrogen bonds rather than relying on an external catalyst and/or additives to achieve high product distribution.

Original language	English
Pages (from-to)	5353-5356
Number of pages	4
Journal	Organic Letters
Volume	20
Issue number	17
DOIs	https://doi.org/10.1021/acs.orglett.8b02188
Publication status	Published - Sept 7 2018
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2018 American Chemical Society.

ASJC Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "An environmentally benign protocol that affords propargylic sulfones containing highly congested carbon centers from easily accessible alcohols and sulfinic acids with water as the only byproduct is reported. The reaction proceeded via an in situ dehydrative cross-coupling process by taking advantage of the synergetic actions of multiple hydrogen bonds rather than relying on an external catalyst and/or additives to achieve high product distribution.",

author = "Yanan Liu and Peizhong Xie and Zuolian Sun and Xiangyang Wo and Cuiqing Gao and Weishan Fu and Loh, {Teck Peng}",

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AU - Liu, Yanan

AU - Xie, Peizhong

AU - Sun, Zuolian

AU - Wo, Xiangyang

AU - Gao, Cuiqing

AU - Fu, Weishan

AU - Loh, Teck Peng

PY - 2018/9/7

Y1 - 2018/9/7

N2 - An environmentally benign protocol that affords propargylic sulfones containing highly congested carbon centers from easily accessible alcohols and sulfinic acids with water as the only byproduct is reported. The reaction proceeded via an in situ dehydrative cross-coupling process by taking advantage of the synergetic actions of multiple hydrogen bonds rather than relying on an external catalyst and/or additives to achieve high product distribution.

AB - An environmentally benign protocol that affords propargylic sulfones containing highly congested carbon centers from easily accessible alcohols and sulfinic acids with water as the only byproduct is reported. The reaction proceeded via an in situ dehydrative cross-coupling process by taking advantage of the synergetic actions of multiple hydrogen bonds rather than relying on an external catalyst and/or additives to achieve high product distribution.

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Direct Substitution of Secondary and Tertiary Alcohols to Generate Sulfones under Catalyst- and Additive-Free Conditions

Abstract

Bibliographical note

ASJC Scopus Subject Areas

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