Since the Fischer-Tropsch reaction was discovered by Otto Roelen in 1938,transition metal-catalyzed carbo-nylation reactions come in as one of the most important methods for preparing carbonyl-containing and carbon ch...Since the Fischer-Tropsch reaction was discovered by Otto Roelen in 1938,transition metal-catalyzed carbo-nylation reactions come in as one of the most important methods for preparing carbonyl-containing and carbon chain-increased compounds.As a result,the field of carbonylation research has received considerable attention over the past decades and continues to increase.With the continuous development of carbonylation and the in-depth study of the mechanism,more mechanistic details and variations have been revealed,which provide more possibilities for organic synthesis.Recently,copper catalysis has been introduced to the carbonylative functio-nalization of alkenes,thus enabling the rapid assembly of functionalized carbonyl compounds from simple starting materials.In this Account,we summarize the new findings in the Cu-catalyzed borocarbonylation of alkenes based on the generation and transformation ofα-oxy carbene intermediates.We believe that the results presented in this Account will further inspire the design of new carbonylation reactions.展开更多
An efficiently catalytic method toward the synthesis of indolin-2-ones featuring an allylic derived C_(3)-quaternary stereocenter via an intramolecular Heck cyclization/Suzuki coupling of N-substituted-N-(2-bromopheny...An efficiently catalytic method toward the synthesis of indolin-2-ones featuring an allylic derived C_(3)-quaternary stereocenter via an intramolecular Heck cyclization/Suzuki coupling of N-substituted-N-(2-bromophenyl)acrylamides and organoboron reagents was successfully developed by using a 1,3-bis(2,6-diisopropylphenyl)acenaphthoimidazol-2-ylidene(AnIPr)-ligated oxazoline palladacycle.It enabled a very broad substrate scope tolerating different functional groups,electronic properties and steric bulkiness.Notably,it revealed a great potential to build diverse heterocycle-fused indoline alkaloids via the same intermediate 3-allyl-1,3-dimethylindolin-2-one.展开更多
The first total synthesis of talaroconvolutin A(1.1 g obtained)and talarofuranone has been achieved using accessible materials(12 steps,7.5%and 8.2%yields,respectively).Convergent routes involved intramolecular Diels-...The first total synthesis of talaroconvolutin A(1.1 g obtained)and talarofuranone has been achieved using accessible materials(12 steps,7.5%and 8.2%yields,respectively).Convergent routes involved intramolecular Diels-Alder reactions in two approaches for creating the decalin moiety.Additionally,an unprecedented DMP-mediated domino reaction resulted in the deoxy-tetramic acid system.These syntheses not only establish the absolute configuration of talaroconvolutin A but also enable further collaborative studies of this typeofferroptosisinducers.展开更多
A rapid and facile synthesis of N-substituted 2,3,3a,4,7,7a-hexahydroisoindole-l,3-dione derivatives via microwave-promoted Beller three-component domino reaction of α,β,-unsaturated aldehydes, amides and N-substitu...A rapid and facile synthesis of N-substituted 2,3,3a,4,7,7a-hexahydroisoindole-l,3-dione derivatives via microwave-promoted Beller three-component domino reaction of α,β,-unsaturated aldehydes, amides and N-substituted maleimides was described.展开更多
Herein,we report a novel palladium(Pd)-catalyzed asymmetric domino Heck/carbocyclization/Suzuki reaction of N-(2-bromoaryl)-2-naphthylacrylamides.The reaction involves a novel and enantioselective dearomative 1,2-inse...Herein,we report a novel palladium(Pd)-catalyzed asymmetric domino Heck/carbocyclization/Suzuki reaction of N-(2-bromoaryl)-2-naphthylacrylamides.The reaction involves a novel and enantioselective dearomative 1,2-insertion of the naphthalene group,thus providing a unique dearomatization strategy of nonactivated naphthalenes.A new phosphoramidite ligand L12,which displayed excellent reactivity and enantioselectivity in the reaction,has been developed.展开更多
基金the financial support from National Key R&D Program of China(2023YFA1507500)DICP.Yang Yuan gratefully acknowledge funding from the China Postdoctoral Science Foundation.
文摘Since the Fischer-Tropsch reaction was discovered by Otto Roelen in 1938,transition metal-catalyzed carbo-nylation reactions come in as one of the most important methods for preparing carbonyl-containing and carbon chain-increased compounds.As a result,the field of carbonylation research has received considerable attention over the past decades and continues to increase.With the continuous development of carbonylation and the in-depth study of the mechanism,more mechanistic details and variations have been revealed,which provide more possibilities for organic synthesis.Recently,copper catalysis has been introduced to the carbonylative functio-nalization of alkenes,thus enabling the rapid assembly of functionalized carbonyl compounds from simple starting materials.In this Account,we summarize the new findings in the Cu-catalyzed borocarbonylation of alkenes based on the generation and transformation ofα-oxy carbene intermediates.We believe that the results presented in this Account will further inspire the design of new carbonylation reactions.
基金National Natural Science Foundation of China(No.22101133)Natural Science Foundation of Jiangsu Province(No.BK20200768)and Nanjing Forestry University are greatly acknowledged.
文摘An efficiently catalytic method toward the synthesis of indolin-2-ones featuring an allylic derived C_(3)-quaternary stereocenter via an intramolecular Heck cyclization/Suzuki coupling of N-substituted-N-(2-bromophenyl)acrylamides and organoboron reagents was successfully developed by using a 1,3-bis(2,6-diisopropylphenyl)acenaphthoimidazol-2-ylidene(AnIPr)-ligated oxazoline palladacycle.It enabled a very broad substrate scope tolerating different functional groups,electronic properties and steric bulkiness.Notably,it revealed a great potential to build diverse heterocycle-fused indoline alkaloids via the same intermediate 3-allyl-1,3-dimethylindolin-2-one.
基金This work was supported by the National Natural Science Foundation of China(Nos.82073714 and 32271539)the National Key Research and Development Program of China(No.2023YFF1104001)Fundamental Research Funds for the Central Universities,South-Central Minzu University(No.CZY23025).
文摘The first total synthesis of talaroconvolutin A(1.1 g obtained)and talarofuranone has been achieved using accessible materials(12 steps,7.5%and 8.2%yields,respectively).Convergent routes involved intramolecular Diels-Alder reactions in two approaches for creating the decalin moiety.Additionally,an unprecedented DMP-mediated domino reaction resulted in the deoxy-tetramic acid system.These syntheses not only establish the absolute configuration of talaroconvolutin A but also enable further collaborative studies of this typeofferroptosisinducers.
基金Project supported by the National Natural Science Foundation of China （No. 20272051） and the Teaching and Research Award Program for 0utstanding Young Teachers in Higher Education Institutions of Ministry of Education, China.Acknowledgments：The authors thank Dr. Gu Jian-Min for X-ray dif- fraction analysis.
文摘A rapid and facile synthesis of N-substituted 2,3,3a,4,7,7a-hexahydroisoindole-l,3-dione derivatives via microwave-promoted Beller three-component domino reaction of α,β,-unsaturated aldehydes, amides and N-substituted maleimides was described.
基金supported by generous grants from the National Natural Science Foundation of China(nos.NSFC-21971204,21622203,and 21702161)the Innovation Capability Support Program of Shaanxi Province(no.2020TD-022).
文摘Herein,we report a novel palladium(Pd)-catalyzed asymmetric domino Heck/carbocyclization/Suzuki reaction of N-(2-bromoaryl)-2-naphthylacrylamides.The reaction involves a novel and enantioselective dearomative 1,2-insertion of the naphthalene group,thus providing a unique dearomatization strategy of nonactivated naphthalenes.A new phosphoramidite ligand L12,which displayed excellent reactivity and enantioselectivity in the reaction,has been developed.
