Palladium‐Catalyzed Direct Alkynylation of N‐Vinylacetamides. Issue 7 (30th April 2014)

• Record Type: Journal Article
• Authors: Xu, Yun‐He; Zhang, Qiu‐Chi; He, Tao; Meng, Fei‐Fan; Loh, Teck‐Peng
• Is Part Of: Advanced synthesis & catalysis. Volume 356:Issue 7(2014)
• Page Start: 1539
• Page End: 1543
• Publication Date: 2014-04-30
• Subjects: enynes -- ethynylation -- N‐vinylacetamides -- oxidants -- palladium; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201400171
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: A direct ethynylation reaction between N ‐vinylacetamides and (bromoethynyl)triisopropylsilane catalyzed by palladium is reported. A broad scope of cyclic N ‐vinylacetamide derivatives was tolerated and the corresponding products could be obtained in acceptable yields. This work provides a general tool for the synthesis of conjugated enyne products using palladium(II) acetate as catalyst. The mild reaction conditions and reasonable results should make this method a useful synthetic protocol. Unfortunately, other bromo‐substituted alkynes are found to be unreactive and could not afford the desired products under the current reaction conditions. Abstract :