DOI: 10.1021/acs.joc.6c00728 ISSN: 0022-3263

Synthesis of o -Carborane Amides from o -Carborane Carboxylic Acids via Acyloxyphosphonium Ion

Zi-Teng Yang, Huifen Ma, Shi-Chao Li, Xu Guo, Xinling Wang, Jing Yang, Li-Xin Li

Abstract

Herein, we have achieved the one-step synthesis of a series of o-carborane amide derivatives directly from o-carborane carboxylic acids using commercially available triphenylphosphine dibromide as the activating reagent. Mechanistic studies demonstrate that the strong bond-forming tendency and excellent leaving ability of the P–O bond effectively inhibit both the decarboxylation and the leaving tendency of the o-carborane unit.

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