Rh(III)-catalyzed [5+1] spirocyclization to produce novel benzimidazole-incorporated spirosuccinimides

Transition-metal-catalyzed cross-coupling reactions as very efficient and atom-economical approaches have been widely used to build up complex heterocyclic compounds. However, modification of 2-oxyl benzimidazole skeleton using maleimide compounds via C–H activation has remained unprecedented. Herei...

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Main Authors: Wei-Yi Pu, Xin-Yi Chen, Lin Dong
Format: Article
Language:English
Published: KeAi Communications Co. Ltd. 2023-11-01
Series:Green Synthesis and Catalysis
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S2666554922000977
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author Wei-Yi Pu
Xin-Yi Chen
Lin Dong
author_facet Wei-Yi Pu
Xin-Yi Chen
Lin Dong
author_sort Wei-Yi Pu
collection DOAJ
description Transition-metal-catalyzed cross-coupling reactions as very efficient and atom-economical approaches have been widely used to build up complex heterocyclic compounds. However, modification of 2-oxyl benzimidazole skeleton using maleimide compounds via C–H activation has remained unprecedented. Herein, we developed a rhodium(III)-catalyzed [5 ​+ ​1] cascade spiroannulation to construct diversified novel benzimidazole-incorporated spirosuccinimide derivatives from 2-oxyl benzimidazoles and maleimides.
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spelling doaj.art-186493019c514ab8b5784a064934df462023-12-29T04:46:13ZengKeAi Communications Co. Ltd.Green Synthesis and Catalysis2666-55492023-11-0144338341Rh(III)-catalyzed [5+1] spirocyclization to produce novel benzimidazole-incorporated spirosuccinimidesWei-Yi Pu0Xin-Yi Chen1Lin Dong2Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Sichuan Province, Sichuan Engineering Laboratory for Plant-Sourced Drug and Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu 610041, ChinaKey Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Sichuan Province, Sichuan Engineering Laboratory for Plant-Sourced Drug and Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu 610041, ChinaCorresponding author.; Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Sichuan Province, Sichuan Engineering Laboratory for Plant-Sourced Drug and Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu 610041, ChinaTransition-metal-catalyzed cross-coupling reactions as very efficient and atom-economical approaches have been widely used to build up complex heterocyclic compounds. However, modification of 2-oxyl benzimidazole skeleton using maleimide compounds via C–H activation has remained unprecedented. Herein, we developed a rhodium(III)-catalyzed [5 ​+ ​1] cascade spiroannulation to construct diversified novel benzimidazole-incorporated spirosuccinimide derivatives from 2-oxyl benzimidazoles and maleimides.http://www.sciencedirect.com/science/article/pii/S2666554922000977Rh(III)-catalysis2-Oxyl benzimidazoleMaleimidesSpirocyclization
spellingShingle Wei-Yi Pu
Xin-Yi Chen
Lin Dong
Rh(III)-catalyzed [5+1] spirocyclization to produce novel benzimidazole-incorporated spirosuccinimides
Green Synthesis and Catalysis
Rh(III)-catalysis
2-Oxyl benzimidazole
Maleimides
Spirocyclization
title Rh(III)-catalyzed [5+1] spirocyclization to produce novel benzimidazole-incorporated spirosuccinimides
title_full Rh(III)-catalyzed [5+1] spirocyclization to produce novel benzimidazole-incorporated spirosuccinimides
title_fullStr Rh(III)-catalyzed [5+1] spirocyclization to produce novel benzimidazole-incorporated spirosuccinimides
title_full_unstemmed Rh(III)-catalyzed [5+1] spirocyclization to produce novel benzimidazole-incorporated spirosuccinimides
title_short Rh(III)-catalyzed [5+1] spirocyclization to produce novel benzimidazole-incorporated spirosuccinimides
title_sort rh iii catalyzed 5 1 spirocyclization to produce novel benzimidazole incorporated spirosuccinimides
topic Rh(III)-catalysis
2-Oxyl benzimidazole
Maleimides
Spirocyclization
url http://www.sciencedirect.com/science/article/pii/S2666554922000977
work_keys_str_mv AT weiyipu rhiiicatalyzed51spirocyclizationtoproducenovelbenzimidazoleincorporatedspirosuccinimides
AT xinyichen rhiiicatalyzed51spirocyclizationtoproducenovelbenzimidazoleincorporatedspirosuccinimides
AT lindong rhiiicatalyzed51spirocyclizationtoproducenovelbenzimidazoleincorporatedspirosuccinimides