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Azomethine ylides tandem Michael-cyclization reactions

Tandem Michael-Azomethine Ylide Cyclization Reactions... [Pg.1111]

Very recently examples of tandem Michael-azomethine ylide cyclization reactions have been presented.626 Thus, divinyl sulfone reacted with imine (124) in the presence of lithium bromide and tri-ethylamine to give (126) in 40% yield (Scheme 38). Presumably formation of Michael adduct (125), tau-tomerization to an azomethine ylide and ensuing intramolecular [3 + 2] cycloaddition afforded (126). Indeed, (125) could be independently synthesized and converted to (126) under the reaction conditions. The preference for initial Michael addition, rather than cycloaddition, was variable. When (124) and divinyl sulfone were treated with silver acetate and triethylamine in DMSO, intermolecular azomethine cycloaddition occurred giving (127) in 27% yield. [Pg.1137]


See also in sourсe #XX -- [ Pg.1137 ]

See also in sourсe #XX -- [ Pg.4 ]

See also in sourсe #XX -- [ Pg.4 ]




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Azomethine ylides reactions

Azomethines reactions

Cyclization Michael reaction

Cyclization reactions

Cyclization reactions tandem

Cyclizations ylides

Michael cyclization

Michael cyclizations

Michael tandem

Tandem cyclization

Tandem cyclizations

Tandem reactions

Tandem reactions reaction

Ylide reaction

Ylides reaction

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