Cargando…

Palladium-catalyzed direct C(sp(3))–H arylation of indole-3-ones with aryl halides: a novel and efficient method for the synthesis of nucleophilic 2-monoarylated indole-3-ones

A novel and efficient method for the synthesis of nucleophilic 2-monoarylated indole-3-ones via palladium-catalyzed direct C(sp(3))–H arylation of indole-3-ones with aryl halides has been developed. Various 2-monoarylated indole-3-ones were readily obtained with yields up to 95%. As a class of impor...

Descripción completa

Detalles Bibliográficos
Autores principales: Zhao, Yong-Long, Tang, Yong-Qin, Fei, Xing-Hai, Xiao, Tao, Lu, Ya-Dong, Fu, Xiao-Zhong, He, Bin, Zhou, Meng, Li, Chun, Xu, Peng-Fei, Yang, Yuan-Yong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9082533/
https://www.ncbi.nlm.nih.gov/pubmed/35539771
http://dx.doi.org/10.1039/c8ra04807j
_version_ 1784703222394388480
author Zhao, Yong-Long
Tang, Yong-Qin
Fei, Xing-Hai
Xiao, Tao
Lu, Ya-Dong
Fu, Xiao-Zhong
He, Bin
Zhou, Meng
Li, Chun
Xu, Peng-Fei
Yang, Yuan-Yong
author_facet Zhao, Yong-Long
Tang, Yong-Qin
Fei, Xing-Hai
Xiao, Tao
Lu, Ya-Dong
Fu, Xiao-Zhong
He, Bin
Zhou, Meng
Li, Chun
Xu, Peng-Fei
Yang, Yuan-Yong
author_sort Zhao, Yong-Long
collection PubMed
description A novel and efficient method for the synthesis of nucleophilic 2-monoarylated indole-3-ones via palladium-catalyzed direct C(sp(3))–H arylation of indole-3-ones with aryl halides has been developed. Various 2-monoarylated indole-3-ones were readily obtained with yields up to 95%. As a class of important nucleophilic intermediates, 2-monoarylated indole-3-ones can be used for the construction of C2-quaternary indolin-3-one skeletons.
format Online
Article
Text
id pubmed-9082533
institution National Center for Biotechnology Information
language English
publishDate 2018
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-90825332022-05-09 Palladium-catalyzed direct C(sp(3))–H arylation of indole-3-ones with aryl halides: a novel and efficient method for the synthesis of nucleophilic 2-monoarylated indole-3-ones Zhao, Yong-Long Tang, Yong-Qin Fei, Xing-Hai Xiao, Tao Lu, Ya-Dong Fu, Xiao-Zhong He, Bin Zhou, Meng Li, Chun Xu, Peng-Fei Yang, Yuan-Yong RSC Adv Chemistry A novel and efficient method for the synthesis of nucleophilic 2-monoarylated indole-3-ones via palladium-catalyzed direct C(sp(3))–H arylation of indole-3-ones with aryl halides has been developed. Various 2-monoarylated indole-3-ones were readily obtained with yields up to 95%. As a class of important nucleophilic intermediates, 2-monoarylated indole-3-ones can be used for the construction of C2-quaternary indolin-3-one skeletons. The Royal Society of Chemistry 2018-07-16 /pmc/articles/PMC9082533/ /pubmed/35539771 http://dx.doi.org/10.1039/c8ra04807j Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Zhao, Yong-Long
Tang, Yong-Qin
Fei, Xing-Hai
Xiao, Tao
Lu, Ya-Dong
Fu, Xiao-Zhong
He, Bin
Zhou, Meng
Li, Chun
Xu, Peng-Fei
Yang, Yuan-Yong
Palladium-catalyzed direct C(sp(3))–H arylation of indole-3-ones with aryl halides: a novel and efficient method for the synthesis of nucleophilic 2-monoarylated indole-3-ones
title Palladium-catalyzed direct C(sp(3))–H arylation of indole-3-ones with aryl halides: a novel and efficient method for the synthesis of nucleophilic 2-monoarylated indole-3-ones
title_full Palladium-catalyzed direct C(sp(3))–H arylation of indole-3-ones with aryl halides: a novel and efficient method for the synthesis of nucleophilic 2-monoarylated indole-3-ones
title_fullStr Palladium-catalyzed direct C(sp(3))–H arylation of indole-3-ones with aryl halides: a novel and efficient method for the synthesis of nucleophilic 2-monoarylated indole-3-ones
title_full_unstemmed Palladium-catalyzed direct C(sp(3))–H arylation of indole-3-ones with aryl halides: a novel and efficient method for the synthesis of nucleophilic 2-monoarylated indole-3-ones
title_short Palladium-catalyzed direct C(sp(3))–H arylation of indole-3-ones with aryl halides: a novel and efficient method for the synthesis of nucleophilic 2-monoarylated indole-3-ones
title_sort palladium-catalyzed direct c(sp(3))–h arylation of indole-3-ones with aryl halides: a novel and efficient method for the synthesis of nucleophilic 2-monoarylated indole-3-ones
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9082533/
https://www.ncbi.nlm.nih.gov/pubmed/35539771
http://dx.doi.org/10.1039/c8ra04807j
work_keys_str_mv AT zhaoyonglong palladiumcatalyzeddirectcsp3harylationofindole3oneswitharylhalidesanovelandefficientmethodforthesynthesisofnucleophilic2monoarylatedindole3ones
AT tangyongqin palladiumcatalyzeddirectcsp3harylationofindole3oneswitharylhalidesanovelandefficientmethodforthesynthesisofnucleophilic2monoarylatedindole3ones
AT feixinghai palladiumcatalyzeddirectcsp3harylationofindole3oneswitharylhalidesanovelandefficientmethodforthesynthesisofnucleophilic2monoarylatedindole3ones
AT xiaotao palladiumcatalyzeddirectcsp3harylationofindole3oneswitharylhalidesanovelandefficientmethodforthesynthesisofnucleophilic2monoarylatedindole3ones
AT luyadong palladiumcatalyzeddirectcsp3harylationofindole3oneswitharylhalidesanovelandefficientmethodforthesynthesisofnucleophilic2monoarylatedindole3ones
AT fuxiaozhong palladiumcatalyzeddirectcsp3harylationofindole3oneswitharylhalidesanovelandefficientmethodforthesynthesisofnucleophilic2monoarylatedindole3ones
AT hebin palladiumcatalyzeddirectcsp3harylationofindole3oneswitharylhalidesanovelandefficientmethodforthesynthesisofnucleophilic2monoarylatedindole3ones
AT zhoumeng palladiumcatalyzeddirectcsp3harylationofindole3oneswitharylhalidesanovelandefficientmethodforthesynthesisofnucleophilic2monoarylatedindole3ones
AT lichun palladiumcatalyzeddirectcsp3harylationofindole3oneswitharylhalidesanovelandefficientmethodforthesynthesisofnucleophilic2monoarylatedindole3ones
AT xupengfei palladiumcatalyzeddirectcsp3harylationofindole3oneswitharylhalidesanovelandefficientmethodforthesynthesisofnucleophilic2monoarylatedindole3ones
AT yangyuanyong palladiumcatalyzeddirectcsp3harylationofindole3oneswitharylhalidesanovelandefficientmethodforthesynthesisofnucleophilic2monoarylatedindole3ones