Palladium-Catalysed Carboborylation for the Synthesis of Borylated Indanes

A palladium-catalysed carboborylation reaction for the synthesis of borylated indanes has been investigated. This reaction proceeds in good yields with an achiral catalyst, and is tolerant of substitution on the aryl ring, although sensitivity to the substitution of the alkene was observed. Initial studies towards an enantioselective version of this reaction were undertaken, identifying phosphoramidites as a promising ligand class. This allowed for the synthesis of chiral indane and indolone products with moderate levels of enantioselectivity.

Automated summary

A palladium-catalysed carboborylation reaction for the synthesis of borylated indanes has been investigated, showing good yields and tolerance to substitution on the aryl ring, but sensitivity to alkene substitution. Initial studies towards an enantioselective version of this reaction were undertaken, identifying phosphoramidites as a promising ligand class, allowing for the synthesis of chiral indane and indolone products with moderate levels of enantioselectivity.