Premium
Three‐Component Regioselective Synthesis of Tetrahydrofuro[2,3‐ d ]oxazoles and Their Efficient Conversion to Oxazoles
Author(s) -
Ohura Arisa,
Itoh Toshimasa,
Ishida Hiroaki,
Saito Akio,
Yamamoto Keiko
Publication year - 2017
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201700074
Subject(s) - regioselectivity , chemistry , oxazole , combinatorial chemistry , component (thermodynamics) , medicinal chemistry , organic chemistry , catalysis , physics , thermodynamics
Iodosylbenzene with triflimide (Tf 2 NH) efficiently promotes a three‐component regioselective synthesis of tetrahydrofuro[2,3‐ d ]oxazoles from homopropargyl alcohols, benzonitrile, and O atoms via oxidative [2+2+1] annulations induced by iodocyclization of the homopropargyl alcohols. In addition, the resulting bicyclic compounds can be converted into 2,4,5‐trisubstituted oxazoles bearing hydroxy groups quantitatively; these oxazole derivatives are cores of PPAR agonist analogues.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom