A bioinspired and biocompatible ortho-sulfiliminyl phenol synthesis

Functionalization of C-H bonds typically requires harsh reagents or metal catalysts. Here the authors report a metal-free C-H sulfenylation/rearrangement to form C-S and S=N bonds under simple, biocompatible conditions, and apply this to the synthesis of fluorogenic phospholipid vesicles.

Bibliographic Details
Main Authors: Feng Xiong, Liang Lu, Tian-Yu Sun, Qian Wu, Dingyuan Yan, Ying Chen, Xinhao Zhang, Wei Wei, Yi Lu, Wei-Yin Sun, Jie Jack Li, Jing Zhao
Format: Article
Language:English
Published: Nature Publishing Group 2017-06-01
Series:Nature Communications
Online Access:https://doi.org/10.1038/ncomms15912
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spelling doaj-e57c5fc7d52645ee838742b35e4dd45c2021-05-11T07:20:12ZengNature Publishing GroupNature Communications2041-17232017-06-01811710.1038/ncomms15912A bioinspired and biocompatible ortho-sulfiliminyl phenol synthesisFeng Xiong0Liang Lu1Tian-Yu Sun2Qian Wu3Dingyuan Yan4Ying Chen5Xinhao Zhang6Wei Wei7Yi Lu8Wei-Yin Sun9Jie Jack Li10Jing Zhao11State Key Laboratory of Coordination Chemistry, Institute of Chemistry and BioMedical Sciences, School of Chemistry and Chemical Engineering, Nanjing UniversityState Key Laboratory of Coordination Chemistry, Institute of Chemistry and BioMedical Sciences, School of Chemistry and Chemical Engineering, Nanjing UniversityGuangdong Key Laboratory of Nano-Micro Material Research, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate SchoolGuangdong Key Laboratory of Nano-Micro Material Research, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate SchoolState Key Laboratory of Coordination Chemistry, Institute of Chemistry and BioMedical Sciences, School of Chemistry and Chemical Engineering, Nanjing UniversityGuangdong Key Laboratory of Nano-Micro Material Research, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate SchoolGuangdong Key Laboratory of Nano-Micro Material Research, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate SchoolState Key Laboratory of Coordination Chemistry, Institute of Chemistry and BioMedical Sciences, School of Chemistry and Chemical Engineering, Nanjing UniversityState Key Laboratory of Coordination Chemistry, Institute of Chemistry and BioMedical Sciences, School of Chemistry and Chemical Engineering, Nanjing UniversityState Key Laboratory of Coordination Chemistry, Institute of Chemistry and BioMedical Sciences, School of Chemistry and Chemical Engineering, Nanjing UniversityDepartment of Chemistry, University of San FranciscoState Key Laboratory of Coordination Chemistry, Institute of Chemistry and BioMedical Sciences, School of Chemistry and Chemical Engineering, Nanjing UniversityFunctionalization of C-H bonds typically requires harsh reagents or metal catalysts. Here the authors report a metal-free C-H sulfenylation/rearrangement to form C-S and S=N bonds under simple, biocompatible conditions, and apply this to the synthesis of fluorogenic phospholipid vesicles.https://doi.org/10.1038/ncomms15912
collection DOAJ
language English
format Article
sources DOAJ
author Feng Xiong
Liang Lu
Tian-Yu Sun
Qian Wu
Dingyuan Yan
Ying Chen
Xinhao Zhang
Wei Wei
Yi Lu
Wei-Yin Sun
Jie Jack Li
Jing Zhao
spellingShingle Feng Xiong
Liang Lu
Tian-Yu Sun
Qian Wu
Dingyuan Yan
Ying Chen
Xinhao Zhang
Wei Wei
Yi Lu
Wei-Yin Sun
Jie Jack Li
Jing Zhao
A bioinspired and biocompatible ortho-sulfiliminyl phenol synthesis
Nature Communications
author_facet Feng Xiong
Liang Lu
Tian-Yu Sun
Qian Wu
Dingyuan Yan
Ying Chen
Xinhao Zhang
Wei Wei
Yi Lu
Wei-Yin Sun
Jie Jack Li
Jing Zhao
author_sort Feng Xiong
title A bioinspired and biocompatible ortho-sulfiliminyl phenol synthesis
title_short A bioinspired and biocompatible ortho-sulfiliminyl phenol synthesis
title_full A bioinspired and biocompatible ortho-sulfiliminyl phenol synthesis
title_fullStr A bioinspired and biocompatible ortho-sulfiliminyl phenol synthesis
title_full_unstemmed A bioinspired and biocompatible ortho-sulfiliminyl phenol synthesis
title_sort bioinspired and biocompatible ortho-sulfiliminyl phenol synthesis
publisher Nature Publishing Group
series Nature Communications
issn 2041-1723
publishDate 2017-06-01
description Functionalization of C-H bonds typically requires harsh reagents or metal catalysts. Here the authors report a metal-free C-H sulfenylation/rearrangement to form C-S and S=N bonds under simple, biocompatible conditions, and apply this to the synthesis of fluorogenic phospholipid vesicles.
url https://doi.org/10.1038/ncomms15912
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