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A One‐Pot Synthesis of Pyranocoumarins Through Microwave‐Promoted Propargyl Claisen Rearrangement/Wittig Olefination
Author(s) -
Schmidt Bernd,
Schultze Christiane
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201701684
Subject(s) - propargyl , chemistry , coumarin , claisen rearrangement , wittig reaction , ylide , microwave irradiation , organic chemistry , microwave , combinatorial chemistry , catalysis , physics , quantum mechanics
The reaction between propargyl ethers of hydroxybenzaldehydes and the ylide ethyl (triphenylphosphoranylidene)acetate was carried out under microwave irradiation to regioselectively afford angular pyranocoumarins. The chromene and coumarin heterocyclic scaffolds were simultaneously formed in the same synthetic step without changing the reaction conditions. The natural products seselin, braylin, and dipetalolactone were among the products synthesized by this method.