An efficient and facile method for synthesis of 2-arylpyrroles through Rh（III）-catalyzed direct C--H arylation with pyrrole derivatives and aryl boronic acids has been developed. This reaction could proceed under mi...An efficient and facile method for synthesis of 2-arylpyrroles through Rh（III）-catalyzed direct C--H arylation with pyrrole derivatives and aryl boronic acids has been developed. This reaction could proceed under mild reaction conditions and afford a series of 2-arylated products in good to excellent yields. The gram-scale experiment has been conducted to demonstrate the synthetic potential of this methodology.展开更多
An efficient synthetic method for diarylmethylphosphonates is presented.A series of phosphonate derivatives with diverse functional groups can be accessed via a rhodium catalyzed cross-coupling reaction between a-diaz...An efficient synthetic method for diarylmethylphosphonates is presented.A series of phosphonate derivatives with diverse functional groups can be accessed via a rhodium catalyzed cross-coupling reaction between a-diazo phosphonates and aryl boronic acids.Migratory insertion of rhodium carbene intermediates is postulated to be the critical step in this transformation.展开更多
Boron trihalides(BX3),inexpensive bulk chemicals,serve as key feedstocks for nearly all borylation reagents used in the cross-coupling of aryl halides.However,the direct coupling of BX3 with aryl halides has yet to be...Boron trihalides(BX3),inexpensive bulk chemicals,serve as key feedstocks for nearly all borylation reagents used in the cross-coupling of aryl halides.However,the direct coupling of BX3 with aryl halides has yet to be explored.Herein,we report a nickelcatalyzed reductive C(sp^(2))-B coupling of BCl_(3)by utilizing a dual tertiary amine activation strategy.This approach provides a straightforward route to synthesize a broad range of aryl boronate esters using BCl_(3)as the borylation reagent.Mechanistic studies characterize the crucial roles of the two tertiary amines(4-pyrrolidinopyridine and diisopropylethylamine),as well as dichloromethane solvent.展开更多
Robust NHC-palladacycles(NHC¼N-heterocyclic carbene)were synthesized and exhibited high catalytic activity towards SuzukiMiyaura cross-coupling reactions between inactive amides with N-acetyl/benzyl substituents ...Robust NHC-palladacycles(NHC¼N-heterocyclic carbene)were synthesized and exhibited high catalytic activity towards SuzukiMiyaura cross-coupling reactions between inactive amides with N-acetyl/benzyl substituents and aryl boronic acids,producing diverse ketones in good to excellent yields.This unprecedented and practical palladacycles-catalyzed SuzukiMiyaura cross-coupling of amides with boronic acids via selective C-N bond activation was attributed to the strongσ-donor and weakπ-acceptor properties of acenaphthoimidazolylidene,which may highlight their potential in other challenging coupling transformations involving inactive amides.展开更多
基金We are grateful to the National Natural Science Foundation of China （No. 21302064） and Scientific Research Project of Hubei Provincial Department of Education （No. 2015231） for support of this research.
文摘An efficient and facile method for synthesis of 2-arylpyrroles through Rh（III）-catalyzed direct C--H arylation with pyrrole derivatives and aryl boronic acids has been developed. This reaction could proceed under mild reaction conditions and afford a series of 2-arylated products in good to excellent yields. The gram-scale experiment has been conducted to demonstrate the synthetic potential of this methodology.
文摘An efficient synthetic method for diarylmethylphosphonates is presented.A series of phosphonate derivatives with diverse functional groups can be accessed via a rhodium catalyzed cross-coupling reaction between a-diazo phosphonates and aryl boronic acids.Migratory insertion of rhodium carbene intermediates is postulated to be the critical step in this transformation.
基金financial support from the National Natural Science Foundation of China(grant nos.22101279 and 22173103)the Postdoctoral Fellowship Program of China Postdoctoral Science Foundation Funded(grant no.GZC20232603)+2 种基金the China Postdoctoral Science Foundation(grant no.2024M753178)the Shandong Provincial Natural Science Foundation(grant no.ZR2024QB080)the Fundamental Research Funds for the Central Universities,the University of the Chinese Academy of Sciences,and the Beijing National Laboratory for Molecular Sciences(grant no.BNLMS2023014)。
文摘Boron trihalides(BX3),inexpensive bulk chemicals,serve as key feedstocks for nearly all borylation reagents used in the cross-coupling of aryl halides.However,the direct coupling of BX3 with aryl halides has yet to be explored.Herein,we report a nickelcatalyzed reductive C(sp^(2))-B coupling of BCl_(3)by utilizing a dual tertiary amine activation strategy.This approach provides a straightforward route to synthesize a broad range of aryl boronate esters using BCl_(3)as the borylation reagent.Mechanistic studies characterize the crucial roles of the two tertiary amines(4-pyrrolidinopyridine and diisopropylethylamine),as well as dichloromethane solvent.
文摘Robust NHC-palladacycles(NHC¼N-heterocyclic carbene)were synthesized and exhibited high catalytic activity towards SuzukiMiyaura cross-coupling reactions between inactive amides with N-acetyl/benzyl substituents and aryl boronic acids,producing diverse ketones in good to excellent yields.This unprecedented and practical palladacycles-catalyzed SuzukiMiyaura cross-coupling of amides with boronic acids via selective C-N bond activation was attributed to the strongσ-donor and weakπ-acceptor properties of acenaphthoimidazolylidene,which may highlight their potential in other challenging coupling transformations involving inactive amides.
