Direct substitution of secondary and tertiary alcohols to generate sulfones under catalyst- and additive-free conditions

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 advantag...

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Main Authors: Liu, Yanan, Xie, Peizhong, Sun, Zuolian, Wo, Xiangyang, Gao, Cuiqing, Fu, Weishan, Loh, Teck-Peng
Other Authors: School of Physical and Mathematical Sciences
Format: Journal Article
Language:English
Published: 2020
Subjects:
Online Access:https://hdl.handle.net/10356/138673
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author Liu, Yanan
Xie, Peizhong
Sun, Zuolian
Wo, Xiangyang
Gao, Cuiqing
Fu, Weishan
Loh, Teck-Peng
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Liu, Yanan
Xie, Peizhong
Sun, Zuolian
Wo, Xiangyang
Gao, Cuiqing
Fu, Weishan
Loh, Teck-Peng
author_sort Liu, Yanan
collection NTU
description 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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spelling ntu-10356/1386732020-05-11T09:10:01Z Direct substitution of secondary and tertiary alcohols to generate sulfones under catalyst- and additive-free conditions Liu, Yanan Xie, Peizhong Sun, Zuolian Wo, Xiangyang Gao, Cuiqing Fu, Weishan Loh, Teck-Peng School of Physical and Mathematical Sciences Science::Chemistry Sulfones Alcohols 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. 2020-05-11T09:10:01Z 2020-05-11T09:10:01Z 2018 Journal Article Liu, Y., Xie, P., Sun, Z., Wo, X., Gao, C., Fu, W., & Loh, T.-P. (2018). Direct substitution of secondary and tertiary alcohols to generate sulfones under catalyst- and additive-free conditions. Organic Letters, 20(17), 5353-5356. doi:10.1021/acs.orglett.8b02188 1523-7060 https://hdl.handle.net/10356/138673 10.1021/acs.orglett.8b02188 30106300 2-s2.0-85053009214 17 20 5353 5356 en Organic Letters © 2018 American Chemical Society. All rights reserved.
spellingShingle Science::Chemistry
Sulfones
Alcohols
Liu, Yanan
Xie, Peizhong
Sun, Zuolian
Wo, Xiangyang
Gao, Cuiqing
Fu, Weishan
Loh, Teck-Peng
Direct substitution of secondary and tertiary alcohols to generate sulfones under catalyst- and additive-free conditions
title Direct substitution of secondary and tertiary alcohols to generate sulfones under catalyst- and additive-free conditions
title_full Direct substitution of secondary and tertiary alcohols to generate sulfones under catalyst- and additive-free conditions
title_fullStr Direct substitution of secondary and tertiary alcohols to generate sulfones under catalyst- and additive-free conditions
title_full_unstemmed Direct substitution of secondary and tertiary alcohols to generate sulfones under catalyst- and additive-free conditions
title_short Direct substitution of secondary and tertiary alcohols to generate sulfones under catalyst- and additive-free conditions
title_sort direct substitution of secondary and tertiary alcohols to generate sulfones under catalyst and additive free conditions
topic Science::Chemistry
Sulfones
Alcohols
url https://hdl.handle.net/10356/138673
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