Premium
DBU‐Mediated Carboxylative Coupling of Primary Amines, Carbon Dioxide and Propargyl Chlorides
Author(s) -
Zhang WenZhen,
Ren Xiang,
Lu XiaoBing
Publication year - 2015
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201500011
Subject(s) - chemistry , yield (engineering) , carbamate , reagent , amine gas treating , primary (astronomy) , propargyl , medicinal chemistry , substrate (aquarium) , coupling reaction , intramolecular force , methylene , alkyl , organic chemistry , base (topology) , catalysis , mathematics , mathematical analysis , materials science , physics , oceanography , astronomy , metallurgy , geology
A carboxylative coupling reaction of various primary amine and 3‐phenyl‐2‐propynyl or 2‐nonynyl chloride in the presence of 8‐diazabicyclo[5.4.0]undec‐7‐ene (DBU) using carbon dioxide as carboxylative reagent was presented. This transition‐metal free reaction system shows broad substrate scope and gives a series of propargylcarbamates in moderate to good yield. The obtained N ‐alkyl substituted carbamate product can undergo base‐catalyzed intramolecular cyclization reaction to afford functionalized 4‐methylene‐2‐oxazolidinone in good yield.