期刊
TETRAHEDRON LETTERS
卷 52, 期 33, 页码 4256-4261出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2011.04.072
关键词
Suzuki-Miyaura; 2,2,6-Trimethyl-5-iodo-1,3-dioxin-4-one; Alkynyltrifluoroborates; Cross-coupling reaction; 1,4-Disubstituted-1,2,3-triazoles
资金
- Conselho Nacional de Desenvolvimento Cientifico e Tecnologico [CNPq 300.613/2007-5]
- Fundacao de Amparo a Pesquisa do Estado de Sao Paulo [FAPESP 06/50190-7, 07/02382-7, 07/59404-2]
- Fundacao de Amparo a Pesquisa do Estado de Sao Paulo (FAPESP) [07/02382-7] Funding Source: FAPESP
Herein we report an approach to the formation of 5-alkynyl-1,3-dioxin-4-ones using Suzuki-Miyaura cross-coupling reaction of potassium alkynyltrifluoroborate salts with 2,2,6-trimethy1-5-iodo-1,3-dioxin-4-one. The resulting 5-ethynyltrimethylsilyl-1,3-dioxin-4-ones obtained through the Sonogashira reaction were further reacted in a Cu(I)-catalyzed Huisgen azide-alkyne 1,3-dipolar cycloaddition to form functionalized 1,4-disubstituted-1,2,3-triazoles in good yields, using mild conditions and ultrasonic radiation to expedite the reaction. (C) 2011 Elsevier Ltd. All rights reserved.
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