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.

Saved in:
Bibliographic Details
Published inTetrahedron letters Vol. 54; no. 32; pp. 4313 - 4315
Main Authors Yamamoto, Yasutomo, Takahama, Yuji, Shimizu, Misa, Ohara, Ai, Miyawaki, Akari, Tomioka, Kiyoshi
Format Journal Article
LanguageEnglish
Published 01.08.2013
Subjects
Amides
Amines
Bromides
Bromination
Imines
Isocyanates
Synthesis (chemistry)
Tetrahedrons
Online AccessGet full text

Cover

More Information
Summary: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.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
content type line 23
ObjectType-Feature-2
ISSN:0040-4039
DOI:10.1016/j.tetlet.2013.06.002