SSD文章 PDF.pdfVIP

Tetrahedron 64 (2008) 5728–5735 ContentsContents listslists availableavailable atat ScienceDirectScienceDirect TetrahedronTetrahedron journaljournal homepage:homepage: www.elwww.el /locate//locate/tet A convenient one-pot synthesis of 2-(trifluoromethyl)-3,4,7,8-tetrahydro- 2H-chromen-5(6H)-one derivatives and their further transformations Shaodi Song a, Liping Song a, b, *, Baifan Dai a, Hai Yi a, Guifang Jin b, Shizheng Zhu b, *, Min Shao c a Department of Chemistry, School of Science, Shanghai University, No. 99, Shangda Road, Shanghai 200444, China b Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China c Instrumental Analysis and Research Center, Shanghai University, Shanghai 200444, China a r t i c l e i n f o a b s t r a c t Article history: The trifluoromethyl containing heterocycles, 2-hydroxy-4-aryl-3-(thien-2-oyl)-2-(trifluoromethyl)- Received 24 January 2008 3,4,7,8-tetrahydro-2H-chromen-5(6H)-one derivatives 4, were synthesized via a one-pot three-compo- Received in revised form 2 April 2008 nent reaction of aldehyde 1 with 1,3-cyclohexanedione 2 and 4,4,4-trifluoro-1-(thien-2-yl)butane-1,3- Accepted 7 April 2008 dione 3 in the presence of a catalytic amount of Et3N. The effect of bases and solvents on the reaction Available online 9 April 2008 efficiency and yield was briefly investigated. Treatment of 4 with an excess amount of NH4OAc in ethanol