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 (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.
摘要:
硼试剂的开发对于合成化学至关重要。在这里,我们通过三氯甲基锂与双(频那醇)二硼(B2pin2)的反应,提出了一种可扩展的实用合成二硼二氯甲烷(DBDCM)试剂。所得的DBDCM试剂充当基本合成单元,用于通过可控的C-Cl官能化构建各种结构多样的宝石-二硼基烷烃。此外,我们已经开发了DBDCM的连续四官能化,用于构建以不同的叔碳和季碳为中心的分子。使用同位素富集的13C-氯仿和10B2pin2能够合成同位素富集的13C-DBDCM和10B-DBDCM试剂,有利于碳-13和硼-10分子的方便合成。