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Conjugate Cyanation using NHC-CO2 Adducts as a Precursor to NHC Catalysts

Anand et al. have reported the 1,6-conjugate cyanation of para-quinone methides 1 using an NHC catalyst prepared from NHC-CO2 adducts (IMes·CO2 or IPr·CO2). According to the report, the use of a catalytic amount of NHC-CO2 adduct facillitates the 1,6-conjugate cyanation of 1 with trimethylsilyl cyanide (2) smoothly to give α-cyanated aryl products in good yield. Furthermore, this reaction is applicable to the construction of tertially carbon centers affording tritylcyanide derivatives.

D5401,B5603

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