Summary of main observation and conclusion: Outstanding accomplishments have been achieved in the chemistry of difluorocarbene, but transition‐ metal‐catalyzed transfer of difluorocarbene for coupling remains
Palladium-catalyzed difluorocarbene transfer synthesis of diaryl ketones from iodoarene and arylboronic acid 2025, Organic Chemistry Frontiers Show abstract † Electronic supplementary information (ESI) available: General experimental procedures, NMR data and spectra, HRMS data and melting point data. See...
We next sought to interrogate the mechanism of this reaction. Based on the recent mechanistic studies of Ir-catalyzed enantioselective allylic substitution enabled by Carreira ligand49, as outlined in Fig.6, we proposed that coordination of allylic alcohol10to iridium givesη2complexI, which undergoes...
(Fig.5a). Thus, a coplanar orientation of the Pd–H and C = N bonds in the adductS1belonging to theS-catalytic cycle enables facile hydride transfer yielding intermediateS2. The latter is further hydrogenated by an additional molecule of H2providing the product2a(S)and regenerating the ...
catalyzedSummary of main observation and conclusion Outstanding accomplishments have been achieved in the chemistry of difluorocarbene,but transitionmetal-catalyzed transfer of difluorocarbene for coupling remains a challenging task.Herein,we describe a Pd-catalyzed coupling of difluorocarbene with two aryl...
A novel Pd-catalyzed assembly of N-substituted phthalimides by merging of [4+1] cycloaddition and difluorocarbene transfer carbonylation from 2-iodo-N-phenylbenzamides and difluorocarbene precursors is disclosed. Difluorocarbene acts as a carbonyl source and simultaneously forms one C–C bond, one...
An approach for the ligand-free Pd-catalyzed C-H activation/[5 + 1] cyclization carbonylation by employing readily available ClCF2COONa as a carbonyl source via difluorocarbene transfer and hydrolysis has been developed. The current protocol enables us to obtain a series of carbonylation ...
Subsequently, alkylpalladium species were formed with carbene intermediate generated from the diazo compound. Finally, β-H elimination allowed for the synthesis of the desired product and the regeneration of Pd(0) [43]. In situ-produced vinyl fluorosulfate intermediates were coupled with electron-...
Subsequently, alkylpalladium species were formed with carbene intermediate generated from the diazo compound. Finally, β-H elimination allowed for the synthesis of the desired product and the regeneration of Pd(0) [43]. In situ-produced vinyl fluorosulfate intermediates were coupled with electron-...