Premium
TMSOTf‐Promoted Addition of Alkynes to Aldehydes: A Novel Synthesis of Chroman‐4‐ones
Author(s) -
Park Ji Yeon,
Ullapu Punna Reddy,
Choo Hyunah,
Lee Jae Kyun,
Min SunJoon,
Pae Ae Nim,
Kim Youseung,
Baek DuJong,
Cho Yong Seo
Publication year - 2008
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.200800782
Subject(s) - chemistry , organic chemistry , combinatorial chemistry , stereochemistry , medicinal chemistry
A novel synthetic method to prepare chalcones 2 and chroman‐4‐ones 3 by TMSOTf‐promoted addition of alkynes 1 to various aldehydes has been developed. The ratios of chalcones 2 , chroman‐4‐ones 3 and hydrated products 4 varied depending upon the substituents R ( n Bu, phenyl, H and TMS) on the alkynes 1 . We also describe the transformation of the chalcones 2 to the corresponding chroman‐4‐ones 3 under basic conditions. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)