Nickel-Catalyzed C-Alkylation of Nitroalkanes with Unactivated Alkyl Iodides

Donald Watson presents the C-alkylation of nitroalkanes with unactivated alkyl iodides.

Nitroalkanes are widely used functional groups in organic synthesis. There are many methods known to convert them into useful functionalities, such as amines, carbonyls, and alkanes. In addition, they have been successfully used in many C–C bond forming reactions such as conjugate addition, Henry reaction, arylation, allylation, etc. However, despite this rich chemistry, the simple C-alkylation of nitroalkanes with common alkyl electrophiles (such as alkyl halides) has remained a highly challenging task due to competing O-alkylation. Using transition-metal catalysis, the group of Professor Donald A. Watson at the University of Delaware (USA) has begun to address this century-old problem.

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