Department of Medicinal Chemistry, Monash Institute of Pharmaceutical Sciences, Monash University, Parkville, 3052, Victoria, Australia.
School of Chemistry, University of Melbourne, Parkville, 3010, Victoria, Australia.
Chem Commun (Camb). 2022 Nov 10;58(90):12604-12607. doi: 10.1039/d2cc05350k.
Despite their synthetic utility, practical methods to prepare diversely functionalized aromatic acyl silanes (benzoyl silanes) remain scarce. We herein report that cobalt complexes can successfully engage acyl silanes as weakly coordinating directing groups to catalyse the C-H functionalisation of benzoyl silanes. Under Cp*Co(III) catalysis, installation of allyl or amido functionality at the 2-position of benzoyl silanes was achieved, while reaction with internal alkynes led to a desilylative annulation to afford indenone scaffolds. A Co(II)/dppp catalytic system was also investigated to achieve the acyl silane directed hydroarylative cyclisation of 1,6-enynes to access unique benzoyl silane derivatives.
尽管它们具有合成用途，但实际的方法来制备各种功能化的芳基酰基硅烷（苯甲酰基硅烷）仍然很少。我们在此报告，钴配合物可以成功地与酰基硅烷结合作为弱配位导向基团，以催化苯甲酰基硅烷的 C-H 官能化。在 Cp*Co(III)催化下，在苯甲酰基硅烷的 2-位上安装烯丙基或酰胺基官能团，而与内部炔烃反应则导致脱硅烷化环化，得到茚酮骨架。还研究了 Co(II)/dppp 催化体系，以实现 1,6-烯炔的酰基硅烷导向氢芳基环化，从而获得独特的苯甲酰基硅烷衍生物。
