Stereospecific approach to α, β-disubstituted nitroalkenes via coupling of α-bromonitroalkenes with boronic acids and terminal acetylenes
M Ganesh, INN Namboothiri
Index: Ganesh, Madhu; Namboothiri, Irishi N.N. Tetrahedron, 2007 , vol. 63, # 48 p. 11973 - 11983
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Citation Number: 27
Abstract
(Z)-α-Bromo-β-substituted nitroethylenes undergo facile Suzuki coupling with aryl, heteroaryl, and vinylboronic acids in the presence of Pd (PPh3) 4 as catalyst to afford (E)-α, β-disubstituted nitroethylenes in high yield (up to 95%) and complete specificity. Similar coupling of α-bromonitroethylenes with terminal acetylenes (Sonogashira coupling) provides a novel route to (E)-nitroenynes. These Pd-catalyzed coupling methods offer a ...
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