Cargando…

Metal-free synthesis of C2-quaternary indolinones by (NH(4))(2)S(2)O(8) mediated oxidative dearomatization of indoles

An efficient metal-free, (NH(4))(2)S(2)O(8) mediated oxidative dearomatization of indoles for the construction of C2-quaternary indolinones was disclosed. A series of C2-quaternary indolinones derivatives with good functional group tolerance were obtained in moderate to excellent yields. This method...

Descripción completa

Detalles Bibliográficos
Autores principales: Dong, Yu, Qian, Jun-Hu, Chen, Xiang-Long, Jiang, Hui, Li, Xue, Zhou, Qiang, Mei, Ting, Shi, Zhi-Chuan, Li, Zhong-Hui, He, Bing
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9301541/
https://www.ncbi.nlm.nih.gov/pubmed/35919833
http://dx.doi.org/10.1039/d2ra04191j
_version_ 1784751441186914304
author Dong, Yu
Qian, Jun-Hu
Chen, Xiang-Long
Jiang, Hui
Li, Xue
Zhou, Qiang
Mei, Ting
Shi, Zhi-Chuan
Li, Zhong-Hui
He, Bing
author_facet Dong, Yu
Qian, Jun-Hu
Chen, Xiang-Long
Jiang, Hui
Li, Xue
Zhou, Qiang
Mei, Ting
Shi, Zhi-Chuan
Li, Zhong-Hui
He, Bing
author_sort Dong, Yu
collection PubMed
description An efficient metal-free, (NH(4))(2)S(2)O(8) mediated oxidative dearomatization of indoles for the construction of C2-quaternary indolinones was disclosed. A series of C2-quaternary indolinones derivatives with good functional group tolerance were obtained in moderate to excellent yields. This methodology provides an alternative approach for the direct generation of all-carbon quaternary centers at the C2 position of indoles. This catalytic approach represents a step-economic and convenient strategy for the oxidative dearomatization of indoles.
format Online
Article
Text
id pubmed-9301541
institution National Center for Biotechnology Information
language English
publishDate 2022
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-93015412022-08-01 Metal-free synthesis of C2-quaternary indolinones by (NH(4))(2)S(2)O(8) mediated oxidative dearomatization of indoles Dong, Yu Qian, Jun-Hu Chen, Xiang-Long Jiang, Hui Li, Xue Zhou, Qiang Mei, Ting Shi, Zhi-Chuan Li, Zhong-Hui He, Bing RSC Adv Chemistry An efficient metal-free, (NH(4))(2)S(2)O(8) mediated oxidative dearomatization of indoles for the construction of C2-quaternary indolinones was disclosed. A series of C2-quaternary indolinones derivatives with good functional group tolerance were obtained in moderate to excellent yields. This methodology provides an alternative approach for the direct generation of all-carbon quaternary centers at the C2 position of indoles. This catalytic approach represents a step-economic and convenient strategy for the oxidative dearomatization of indoles. The Royal Society of Chemistry 2022-07-21 /pmc/articles/PMC9301541/ /pubmed/35919833 http://dx.doi.org/10.1039/d2ra04191j Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Dong, Yu
Qian, Jun-Hu
Chen, Xiang-Long
Jiang, Hui
Li, Xue
Zhou, Qiang
Mei, Ting
Shi, Zhi-Chuan
Li, Zhong-Hui
He, Bing
Metal-free synthesis of C2-quaternary indolinones by (NH(4))(2)S(2)O(8) mediated oxidative dearomatization of indoles
title Metal-free synthesis of C2-quaternary indolinones by (NH(4))(2)S(2)O(8) mediated oxidative dearomatization of indoles
title_full Metal-free synthesis of C2-quaternary indolinones by (NH(4))(2)S(2)O(8) mediated oxidative dearomatization of indoles
title_fullStr Metal-free synthesis of C2-quaternary indolinones by (NH(4))(2)S(2)O(8) mediated oxidative dearomatization of indoles
title_full_unstemmed Metal-free synthesis of C2-quaternary indolinones by (NH(4))(2)S(2)O(8) mediated oxidative dearomatization of indoles
title_short Metal-free synthesis of C2-quaternary indolinones by (NH(4))(2)S(2)O(8) mediated oxidative dearomatization of indoles
title_sort metal-free synthesis of c2-quaternary indolinones by (nh(4))(2)s(2)o(8) mediated oxidative dearomatization of indoles
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9301541/
https://www.ncbi.nlm.nih.gov/pubmed/35919833
http://dx.doi.org/10.1039/d2ra04191j
work_keys_str_mv AT dongyu metalfreesynthesisofc2quaternaryindolinonesbynh42s2o8mediatedoxidativedearomatizationofindoles
AT qianjunhu metalfreesynthesisofc2quaternaryindolinonesbynh42s2o8mediatedoxidativedearomatizationofindoles
AT chenxianglong metalfreesynthesisofc2quaternaryindolinonesbynh42s2o8mediatedoxidativedearomatizationofindoles
AT jianghui metalfreesynthesisofc2quaternaryindolinonesbynh42s2o8mediatedoxidativedearomatizationofindoles
AT lixue metalfreesynthesisofc2quaternaryindolinonesbynh42s2o8mediatedoxidativedearomatizationofindoles
AT zhouqiang metalfreesynthesisofc2quaternaryindolinonesbynh42s2o8mediatedoxidativedearomatizationofindoles
AT meiting metalfreesynthesisofc2quaternaryindolinonesbynh42s2o8mediatedoxidativedearomatizationofindoles
AT shizhichuan metalfreesynthesisofc2quaternaryindolinonesbynh42s2o8mediatedoxidativedearomatizationofindoles
AT lizhonghui metalfreesynthesisofc2quaternaryindolinonesbynh42s2o8mediatedoxidativedearomatizationofindoles
AT hebing metalfreesynthesisofc2quaternaryindolinonesbynh42s2o8mediatedoxidativedearomatizationofindoles