Search

An efficient ‘on water’-promoted direct catalytic vinylogous addition of 3,5-dimethyl-4-nitroisoxazole to aldehydes and trifluoromethyl ketones was described, giving Henry (nitroaldol) adducts in excellent yields. The trifluoromethyl tertiary alcohol product could be transformed to the corresponding styrene derivative, which was demonstrated as a new type of Michael acceptor in the vinylogous 1,6-Michael addition with nitromethane.

The selective condensation of pyrazolones with isatins using water as the reaction medium is presented. This strategy provides an environmentally benign synthetic route to synthesize various potentially bioactive pyrazolone substituted oxindoles.