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Indium(III) Triflate‐Catalyzed Efficient Prins‐Type Cyclization of β‐Allenols and Aldehydes
Author(s) -
Han Yulin,
Tang Xinjun,
Cheng Jiajia,
Ma Shengming
Publication year - 2016
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201600588
Subject(s) - chemistry , dihydropyran , catalysis , trifluoromethanesulfonate , dichloromethane , indium , prins reaction , pyran , organic chemistry , medicinal chemistry , solvent
We report here an indium(III) triflate (In(OTf) 3 )‐catalyzed Prins‐type cyclization of disubstituted β‐allenols in the presence of aldehydes in dichloromethane (CH 2 Cl 2 ) affording different 3,6‐dihydro‐2 H ‐pyran at room temperature or 45 °C. The high efficiency of the reaction and easily available nature of the starting materials/catalyst make it useful in synthesizing different dihydropyran derivatives. A rationale for the formation of all the products was proposed.