A mild and efficient visible-light-mediated diarylation of N-arylacrylamides with aryl diazonium salts under mild conditions has been developed. This method provides convenient access to a variety of useful 3,3-disubstituted oxindoles by constructing two C-C bonds in one step.
Two novel amphiphilic L-proline derivatives bearing long alkyl chain on the 4-position via ether bonds, 1a and 1b, have been synthesized and evaluated for the asymmetric direct aldol reaction in organic solvents as well as in water. The catalytic activities with 5 mol% of 1a are better than that of 30 mol% of proline itself being used. Especially, high yields (up to 99%), excellent enantioselectivities (up to 99% ee) and anti-diastereoselectivities (up to 99:1) are achieved in the reactions of aromatic aldehydes and cyclic ketones at room temperature with 5 mol% of 1a in water.
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