Copper-Catalyzed Defluorinative Borylation and Silylation of gem-Difluoroallyl Groups.
Sign Up to like & getrecommendations! Published in 2020 at "Organic letters"
DOI: 10.1021/acs.orglett.0c02321
Abstract: Stereodefined (Z)-fluoroalkenes are bioisosteres of amides and synthetic precursors to value-added fluorinated compounds, but their stereoselective synthesis remains challenging. Herein, we report a copper-catalyzed formal SN2' defluorinative borylation of 3-substituted 3,3-difluoropropenes to form 3-fluoroallylboronic esters… read more here.
Keywords: borylation silylation; catalyzed defluorinative; silylation gem; defluorinative borylation ... See more keywords
Rhodium(I)-Catalyzed Defluorinative Coupling of Boronic Acids with Monofluoroalkenes.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c02294
Abstract: We herein describe a highly selective Rh(I)-catalyzed defluorinative coupling of boronic acids with (E)-β-monofluoroacrylates. In contrast to previous methods, the trisubstituted (Z)-alkene products were obtained in excellent dr with an inversion of double bond geometry.… read more here.
Keywords: boronic acids; catalyzed defluorinative; defluorinative coupling; coupling boronic ... See more keywords
Rh(III)-Catalyzed Defluorinative [4 + 2] Annulation of N-Sulfonylarylamides with Ethyl 2-Diazo-3,3,3-trifluoropropanoate: Synthesis of 1,3,4-Functionalized Isoquinolines.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c03501
Abstract: Using 2-diazo-3,3,3-trifluoropropanoate as a nontraditional two-carbon reaction partner, a Rh(III)-catalyzed defluorinative [4 + 2] annulation for the synthesis of 1,3,4-functionalized isoquinolines was developed. The reaction proceeds by sequential C-H carbenoid insertion, dual C-F bond cleavage/annulation,… read more here.
Keywords: catalyzed defluorinative; synthesis functionalized; annulation; defluorinative annulation ... See more keywords
Chromium-Catalyzed Defluorinative Reductive Coupling of Aldehydes with gem-Difluoroalkenes.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c00016
Abstract: Herein, a mild and convenient defluorinative reductive cross coupling of gem-difluoroalkenes with aliphatic aldehydes has been developed to afford diverse silyl-protected β-fluorinated allylic alcohols. The reaction is operationally simple and shows good functional group tolerance… read more here.
Keywords: catalyzed defluorinative; defluorinative reductive; gem difluoroalkenes; reductive coupling ... See more keywords