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Formation of Oxazolidinones and Oxazinanones by Reaction of Allylamines and of Homoallylamines with Carbon Dioxide and Iodine via Intramolecular Cyclization
Author(s) -
Toda Takashi,
Kitagawa Yoshinori
Publication year - 1987
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198703341
Subject(s) - yield (engineering) , chemistry , catalysis , aryl , alkyl , iodine , medicinal chemistry , intramolecular force , carbon dioxide , organic chemistry , polymer chemistry , materials science , metallurgy
“CO 2 fixation” has been achieved, under normal pressure at room temperature without a catalyst, by means of the title reaction. The five‐ and six‐membered heterocycles 1 and 2 , respectively, are formed in 40–70% yield. Longer reaction time and the addition of Cs 2 CO 3 increases the yields to 60–90% (R 1 = H, alkyl, aryl; R 2 = H, alkyl; R 3 = H, CH 2 Aryl).