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Er(OTf) 3 ‐Catalyzed Multicomponent Synthesis of 3,4‐Dihydro‐2 H ‐pyran via Hetero‐Diels‐Alder Reaction under Ambient Temperature
Author(s) -
Ramesh Vediyappan,
Shanmugam Sivakumar,
Devi Natarajan Savitha
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201800270
Subject(s) - pyran , trifluoromethanesulfonate , catalysis , chemistry , diels–alder reaction , ring (chemistry) , aqueous solution , bicyclic molecule , formaldehyde , medicinal chemistry , organic chemistry
A one‐pot synthesis of 3,4‐dihydro‐2 H ‐pyran derivatives has been achieved using substituted styrenes, aqueous formaldehyde and various β‐keto esters. This multicomponent protocol employs erbium (III) triflate as a catalyst affording 3,4‐dihydro‐2 H ‐pyran derivatives in good to excellent yields (72‐98%). Furthermore, synthesis of the bicyclic fused ring system such as 2‐aryl‐2,3,4,6,7,8‐hexahydro‐5 H ‐pyrano[2, 3‐ d ]pyridazin‐5‐one 6 was achieved from the corresponding 3,4‐dihydro‐2 H ‐pyran 4 .