Proline-catalyzed facile access to Mannich adducts using unsubstituted azoles
A novel and facile method for the direct construction of C-C-N bond with unsubstituted azoles under Mannich conditions is developed for the first time. The reaction is catalyzed efficiently by l-proline to give the Mannich adducts 1a-10b in DMSO, whereas in water, insertion of two successive bonds, C-C-N and C-C-O occurred to give compounds 11a-20b. The latter are deformylated readily into the desired products 1a-10b under basic conditions. Mechanistic aspects for the formation of these products are discussed.
Srinivas, Nagarapu,Bhandari, Kalpana
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p. 7070 - 7073
(2009/04/07)
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