119th General Meeting of the KCS

Type Symposium
Area [SRC 심포지엄] New Trends and Developments in Organic Synthesis
Room No. 303호
Time WED 14:40-:
Code KCS5-2
Subject One-Pot Sequential Catalysis for the Synthesis of O-Heterocycles
Authors 유현지, 윤소원*
한양대학교 화학과, Korea
Abstract Phthalides and isocoumarins are important O-heterocycles serving as versatile building blocks and pervasive motifs in many bioactive natural products. Therefore, a number of synthetic strategies have been developed for their construction. Also, N-heterocyclic carbenes (NHC) have been an important and influential class of organocatalysts. Previously, we reported an efficient NHC-catalyzed domino oxidation/oxa-Michael addition reaction of 2-alkenylbenzaldehydes under aerobic conditions for the easy preparation of a wide range of 3-substituted phthalides. Subsequently, we also have developed an asymmetric domino multicatalysis for the synthesis of chiral 3-substituted phthalides by using mutually compatible and cooperative catalyst system consisting of two organocatalysts, achiral NHC and chiral bifunctional cinchonine. In parallel with our efforts towards developing new synthetic methods for the preparation of various heterocycles by using NHC organocatalysts and metal catalysts, we were interested in developing a new one-pot sequential catalysis combining NHC and transition metal catalysis for the synthesis of O-heterocycles such as phthalides and isocoumarins. Herein we report our recent results of the investigations into this one-pot process.
E-mail yoohyunjee@hanmail.net