Diborodichloromethane as Versatile Reagent for Chemodivergent Synthesis of gem‐Diborylalkanes

Abstract 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 (B 2 pin 2 ). 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 B 2 pin 2 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.