%0 Journal Article
%T Diborodichloromethane as Versatile Reagent for Chemodivergent Synthesis of gem-Diborylalkanes.
%A Fang T
%A Wang L
%A Wu M
%A Qi X
%A Liu C
%J Angew Chem Int Ed Engl
%V 63
%N 3
%D 2024 Jan 15
%M 38059834
%F 16.823
%R 10.1002/anie.202315227
%X The development of boron reagents is crucial for synthetic chemistry. Herein, we present a scalable and practical synthesis of diborodichloromethane (DBDCM) through the reaction of trichloromethyllithium with bis(pinacolato)diboron (B2 pin2 ). The resulting DBDCM reagent serves as a basic synthetic unit for the construction of various structurally diverse gem-diborylalkanes through controllable C-Cl functionalizations. Moreover, we have developed consecutive tetra-functionalizations of DBDCM for the construction of diverse tertiary and quaternary carbon containing molecules. The use of isotopically enriched 13 C-chloroform and 10 B2 pin2 enables the synthesis of isotopically enriched 13 C-DBDCM and 10 B-DBDCM reagents, which are beneficial for the convenient synthesis of carbon-13 and boron-10 molecules.