Construction of multiple bonds via a domino reaction of trifluoroacetimidoyl nitriles with in situ generated bis-nucleophiles.

Autor: Li, Deng-Yuan, Chen, Jia-Yan, Feng, Da-Fu, Chen, Shuang, Xu, Xian-Kuan, Dang, Li, Liu, Pei-Nian
Předmět:
Zdroj: Chemical Communications; 7/28/2020, Vol. 56 Issue 59, p8222-8225, 4p
Abstrakt: A transition-metal-free double addition/double rearrangement domino reaction affording CF3-substituted pyrimidines was developed, which enables the one-pot construction of five new bonds, namely three C–C bonds and two C–N bonds. The keys to achieve this highly efficient reaction include the delicate design of the bis-nucleophiles in situ generated from the dimerization of alkyl nitriles and the use of trifluoroacetimidoyl nitriles containing C=N, C≡N, and CF3 groups as the reactant. The mechanistic studies by the experiments and DFT calculations reveal that the transformation involves two addition and two unprecedented rearrangement processes. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index