4.5 Article

Phase-Transfer-Catalyst-Mediated Domino Reaction of γ-Nitro Ketones with Chalcones: Approach to Functionalized Six-Membered-Ring Carbocycles

期刊

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2014, 期 33, 页码 7499-7504

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201403075

关键词

Synthetic methods; Phase-transfer catalysis; Cyclization; Domino reactions; Aldol reactions; Michael addition; Enones

资金

  1. South University of Science and Technology of China (SUSTC)
  2. National Natural Science Foundation of China (NSFC) [21302089]

向作者/读者索取更多资源

Domino reactions between -nitro ketones and chalcones for the construction of functionalized six-membered-ring carbocycles using a phase-transfer catalyst have been developed. In the presence of tetrabutylammonium iodide and potassium hydroxide, domino reactions between -nitro ketones and a series of chalcones proceeded smoothly to give the cyclic products in moderate to high yields with high diastereoselectivities. Importantly, multiply substituted and functionalized six-membered-ring carbocycles could be efficiently prepared in one pot using this domino strategy.

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