Transition-metal and oxidant-free approach for the synthesis of diverse N-heterocycles by TMSCl activation of isocyanides

A highly efficient TMSCl-mediated addition of N-nucleophiles to isocyanides has been achieved. This transition-metal and oxidant-free strategy has been applied to the construction of various N-heterocyles such as quinazolinone, benzimidazole and benzothiazole derivatives by the use of distinct amino...

Descripción completa

Detalles Bibliográficos
Autores principales: Luo, Liangliang, Li, Hongyan, Liu, Jinxin, Zhou, Yuan, Dong, Lin, Xiao, You-Cai, Chen, Fen-Er
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9055958/
https://www.ncbi.nlm.nih.gov/pubmed/35521093
http://dx.doi.org/10.1039/d0ra04636a
_version_ 1784697530232078336
author Luo, Liangliang
Li, Hongyan
Liu, Jinxin
Zhou, Yuan
Dong, Lin
Xiao, You-Cai
Chen, Fen-Er
author_facet Luo, Liangliang
Li, Hongyan
Liu, Jinxin
Zhou, Yuan
Dong, Lin
Xiao, You-Cai
Chen, Fen-Er
author_sort Luo, Liangliang
collection PubMed
description A highly efficient TMSCl-mediated addition of N-nucleophiles to isocyanides has been achieved. This transition-metal and oxidant-free strategy has been applied to the construction of various N-heterocyles such as quinazolinone, benzimidazole and benzothiazole derivatives by the use of distinct amino-based binucleophiles. The notable feature of this protocol includes its mild reaction condition, broad functional group tolerance and excellent yield.
format Online
Article
Text
id pubmed-9055958
institution National Center for Biotechnology Information
language English
publishDate 2020
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-90559582022-05-04 Transition-metal and oxidant-free approach for the synthesis of diverse N-heterocycles by TMSCl activation of isocyanides Luo, Liangliang Li, Hongyan Liu, Jinxin Zhou, Yuan Dong, Lin Xiao, You-Cai Chen, Fen-Er RSC Adv Chemistry A highly efficient TMSCl-mediated addition of N-nucleophiles to isocyanides has been achieved. This transition-metal and oxidant-free strategy has been applied to the construction of various N-heterocyles such as quinazolinone, benzimidazole and benzothiazole derivatives by the use of distinct amino-based binucleophiles. The notable feature of this protocol includes its mild reaction condition, broad functional group tolerance and excellent yield. The Royal Society of Chemistry 2020-08-07 /pmc/articles/PMC9055958/ /pubmed/35521093 http://dx.doi.org/10.1039/d0ra04636a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Luo, Liangliang
Li, Hongyan
Liu, Jinxin
Zhou, Yuan
Dong, Lin
Xiao, You-Cai
Chen, Fen-Er
Transition-metal and oxidant-free approach for the synthesis of diverse N-heterocycles by TMSCl activation of isocyanides
title Transition-metal and oxidant-free approach for the synthesis of diverse N-heterocycles by TMSCl activation of isocyanides
title_full Transition-metal and oxidant-free approach for the synthesis of diverse N-heterocycles by TMSCl activation of isocyanides
title_fullStr Transition-metal and oxidant-free approach for the synthesis of diverse N-heterocycles by TMSCl activation of isocyanides
title_full_unstemmed Transition-metal and oxidant-free approach for the synthesis of diverse N-heterocycles by TMSCl activation of isocyanides
title_short Transition-metal and oxidant-free approach for the synthesis of diverse N-heterocycles by TMSCl activation of isocyanides
title_sort transition-metal and oxidant-free approach for the synthesis of diverse n-heterocycles by tmscl activation of isocyanides
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9055958/
https://www.ncbi.nlm.nih.gov/pubmed/35521093
http://dx.doi.org/10.1039/d0ra04636a
work_keys_str_mv AT luoliangliang transitionmetalandoxidantfreeapproachforthesynthesisofdiversenheterocyclesbytmsclactivationofisocyanides
AT lihongyan transitionmetalandoxidantfreeapproachforthesynthesisofdiversenheterocyclesbytmsclactivationofisocyanides
AT liujinxin transitionmetalandoxidantfreeapproachforthesynthesisofdiversenheterocyclesbytmsclactivationofisocyanides
AT zhouyuan transitionmetalandoxidantfreeapproachforthesynthesisofdiversenheterocyclesbytmsclactivationofisocyanides
AT donglin transitionmetalandoxidantfreeapproachforthesynthesisofdiversenheterocyclesbytmsclactivationofisocyanides
AT xiaoyoucai transitionmetalandoxidantfreeapproachforthesynthesisofdiversenheterocyclesbytmsclactivationofisocyanides
AT chenfener transitionmetalandoxidantfreeapproachforthesynthesisofdiversenheterocyclesbytmsclactivationofisocyanides

Ejemplares similares