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Through the oxidative addition of cobalt into the N-C(O) bond of phthalimide and the subsequent decarbonylation, we describe an efficient cobalt-catalyzed intermolecular decarbonylative carboamidation of alkynes. High regioselectivities have been achieved for unsymmetrical alkynes (including aryl-alkyl or aryl-aryl) to deliver polysubstituted isoquinolones. To facilitate step economy, a three-component decarbonylative carboamidation of alkynes with phthalic anhydrides and amines has been demonstrated using the current cobalt catalysis.
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http://dx.doi.org/10.1021/acs.orglett.0c00875 | DOI Listing |
Commun Chem
July 2025
Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur, Uttar Pradesh, India.
Spirocyclic motifs are increasingly recognized as privileged scaffolds in drug discovery due to their unique three-dimensional architecture and favorable pharmacokinetic properties. Despite significant progress in the synthesis of carbo- and hetero-spirocycles, efficient methods for constructing oxa-spirocyclic frameworks remain underdeveloped. We present a one-step, cobalt(III)-catalyzed protocol for the synthesis of oxa-spirocyclic compounds using phenoxy acetamide and alkynes.
View Article and Find Full Text PDFChem Sci
October 2023
Biopharmaceutical Research Institute, West China Hospital of Sichuan University 37 Guoxue Alley Chengdu 610041 P. R. China
The radical 1,2-difunctionalization reaction of alkynes has been evolved into a versatile approach for expeditiously increasing the complexity of the common feedstock alkyne. However, intermolecular 1,2-carboamidation with general alkyl groups is an unsolved problem. Herein, we show that a coordinating activation strategy could act as an efficient tool for enabling radical 1,2-alkylamidation of alkynes.
View Article and Find Full Text PDFChem Commun (Camb)
May 2023
School of Chemistry and Chemical Engineering, Shaanxi Normal University (SNNU), Xi'an, 710062, China.
Rhodium-catalyzed regio- and stereoselective three-component carboamidation of 1,3-enynes has been realized using indoles and dioxazolones as the functionalizing reagents. A wide range of multi-substituted skipped 1,4-dienes have been constructed in good yields and excellent stereoselectivity. The stereoselectivity is under substrate control.
View Article and Find Full Text PDFOrg Lett
May 2020
Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, China.
Through the oxidative addition of cobalt into the N-C(O) bond of phthalimide and the subsequent decarbonylation, we describe an efficient cobalt-catalyzed intermolecular decarbonylative carboamidation of alkynes. High regioselectivities have been achieved for unsymmetrical alkynes (including aryl-alkyl or aryl-aryl) to deliver polysubstituted isoquinolones. To facilitate step economy, a three-component decarbonylative carboamidation of alkynes with phthalic anhydrides and amines has been demonstrated using the current cobalt catalysis.
View Article and Find Full Text PDF