TMSOTf-Promoted Addition of Alkynes to Aldehydes: A Novel Synthesis of Chroman-4-ones
- Authors
- Park, Ji Yeon; Ullapu, Punna Reddy; Choo, Hyunah; Lee, Jae Kyun; Min, Sun-Joon; Pae, Ae Nim; Kim, Youseung; Baek, Du-Jong; Cho, Yong Seo
- Issue Date
- Nov-2008
- Publisher
- John Wiley & Sons Ltd.
- Keywords
- Addition; Aldehydes; Alkynes; Chromanone
- Citation
- European Journal of Organic Chemistry, v.2008, no.32, pp.5461 - 5469
- Indexed
- SCOPUS
- Journal Title
- European Journal of Organic Chemistry
- Volume
- 2008
- Number
- 32
- Start Page
- 5461
- End Page
- 5469
- URI
- https://scholarworks.bwise.kr/erica/handle/2021.sw.erica/42058
- DOI
- 10.1002/ejoc.200800782
- ISSN
- 1434-193X
- Abstract
- 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 (nBu, 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. ( (C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
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