An Unexpected Inactivation of N-Heterocyclic Carbene Organic Catalyst by 1-Methylcyclopropylcarbaldehyde and 2,2,2-Trifluoroacetophenone

1-甲基环丙基甲醛和2,2,2-三氟苯乙酮对N-杂环卡宾有机催化剂的意外失活作用

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Abstract

An unprecedented inactivation process of the indanol-derived NHC catalysts bearing N-C(6)F(5) groups is reported. An unexpected multi-cyclic complex product is obtained from the 3-component reaction with the 1-methylcyclopropyl-carbaldehyde, the 2,2,2-trifluoroacetophenone and the NHC catalyst. The absolute structure of the inactivation product is unambiguously assigned via X-ray analysis on its single crystals. The formation of the structurally complex product is rationalized through a multi-step cascade cyclization process.

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