One-pot synthesis of N-heterocycles by tandem carbamoylationaoxidative bromolactamization of I-alkenylmagnesium bromide

One-pot synthesis of N-heterocycles by tandem carbamoylationaoxidative bromolactamization of I-alkenylmagnesium bromide

An addition reaction of I-alkenylmagnesium bromide with p-toluenesulfonyl isocyanate and consecutive oxidative cyclization with iodobenzene diacetate afforded brominated lactams in one-pot. An imine was also applicable to a one-pot synthesis of terminally brominated cyclic amine.

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Veröffentlicht in:Tetrahedron letters 2013-08, Vol.54 (32), p.4313-4315
Hauptverfasser: Yamamoto, Yasutomo, Takahama, Yuji, Shimizu, Misa, Ohara, Ai, Miyawaki, Akari, Tomioka, Kiyoshi
Format: Artikel
Sprache:eng
Schlagworte:
Amides
Amines
Bromides
Bromination
Imines
Isocyanates
Synthesis (chemistry)
Tetrahedrons
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Beschreibung
Zusammenfassung:An addition reaction of I-alkenylmagnesium bromide with p-toluenesulfonyl isocyanate and consecutive oxidative cyclization with iodobenzene diacetate afforded brominated lactams in one-pot. An imine was also applicable to a one-pot synthesis of terminally brominated cyclic amine.
ISSN:0040-4039
DOI:10.1016/j.tetlet.2013.06.002