Pd(II)-Catalyzed Catellani-Type Domino Reaction Utilizing Arylboronic Acids as Substrates

Guangfa Shi, Changdong Shao, Xiaotian Ma, Yichao Gu, Yanghui Zhang

Index: 10.1021/acscatal.8b00637

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Abstract

The Catellani reaction provides a facile and efficient method for the synthesis of multifunctionalized arenes. However, the use of Pd(0) catalysts restricts the scope of accessible products. We have developed a Pd(II)-catalyzed, Catellani-type reaction utilizing arylboronic acids as the substrates for the first time. The arylboronic acids can be mono- or dialkylated at the ortho positions with alkyl iodides and olefinated at the ipso positions with olefins, producing various multifunctionalized aromatic compounds. This work should open new avenues for developing novel Catellani reactions, in particular those using new electrophiles.