期刊文献+
任意字段
题名或关键词
题名
关键词
文摘
作者
第一作者
机构
刊名
分类号
参考文献
作者简介
基金资助
栏目信息

Tungstophosphoric acid catalyzed synthesis of N-sulfonyl-1,2,3,4-tetrahydroisoquinoline analogs 被引量：2

Tungstophosphoric acid catalyzed synthesis of N-sulfonyl-1,2,3,4-tetrahydroisoquinoline analogs
原文传递
导出
摘要 An operationally simple and eco-friendly protocol has been developed for the synthesis of N-sulfonyl- 1,2,3,4-tetrahydroisoquinolines 3 using the modified Pictet-Spengler reaction of N-sulfonylphenylethy- lamines 1 and various aldehydes 2 in the presence of tungstophosphoric acid hydrate. An operationally simple and eco-friendly protocol has been developed for the synthesis of N-sulfonyl- 1,2,3,4-tetrahydroisoquinolines 3 using the modified Pictet-Spengler reaction of N-sulfonylphenylethy- lamines 1 and various aldehydes 2 in the presence of tungstophosphoric acid hydrate.
作者 Ratchanok Pingaew Supaluk Prachayasittikul Somsak Ruchirawat Virapong Prachayasittikul
机构地区 Department of Chemistry Center of Data Mining and Biomedical Informatics Chulabhorn Research Institute Chulabhorn Graduate Institute and Center of Excellence on Environmental Health and Toxicology (EHT) Department of Clinical Microbiology and Applied Technology
出处 《Chinese Chemical Letters》 SCIE CAS CSCD 2013年第10期941-944,共4页 中国化学快报（英文版）
基金 the research grant from Srinakharinwirot University(B.E.2555) supported by Offce of the Higher Education Commission Mahidol University under the National Research Universities Initiative
关键词 Pictet-Spengler reaction Isoquinoline Heteropoly acid Sulfonamide Pictet-Spengler reaction Isoquinoline Heteropoly acid Sulfonamide
分类号 O621.36 [理学—有机化学]
  • 相关文献

参考文献29

  • 1K.W. Bentley, The lsoquinoline Alkaloids, Harwood Academic Publishers, Amster- dam, 1998.
  • 2J.D. Scott, R.M. Williams, Chemistry and biology of the tetrahydroisoquinoline antitumor antibiotics, Chem. Rev. 102 (2002) 1669-1730.
  • 3P. Siertgalewicz, U. Rinner, ]. Mulzer, Recent progress in the total synthesis of naphthyridnomycin and lemonomycin tetrahydroisoquinoline antibiotics (TAAs), Chem. Soc. Rev. 37 (2008) 2676-2690.
  • 4K. lwasa, M. Moriyasu, Y. Tachibana, et al., Simple isoquinoline and benzyliso- quinoline alkaloids as potential antimicrobial, antimalarial, cytotoxic, and anti- HIV agents, Bioorg. Med. Chem. 9 (2001) 2871-2884.
  • 5E.D. Cox, J.M. Cook, The Pictet-Spengler condensation: a new direction for an old reaction, Chem. Rev. 95 (1995) 1797-1842.
  • 6E.L. Larghi, M. Amongero, A.B.J. Bracca, T.5. Kaufman, The intermolecular Pictet- Spengler condensation with chiral carbonyl derivatives in the stereoselective syntheses of optically active isoquinoline and indole alkaloids, Arkivoc 12 (2005) 98-153.
  • 7L.K. Lukanov, A.P. Venkov, N.M. Mollov, Application of the intramolecular α- amidoalkylation reaction for the synthesis of 2-arylsulfonyl-l,2,3,4-tetrahydroi- soquinolines, Synthesis (1987) 204-206.
  • 8G.D. Cuny, Synthesis of (±)-aporphine utilizing Pictet-Spengler and intramolec- ular phenol ortho-arylation reactions, Tetrahedron Lett. 45 (2004) 5167-5170.
  • 9K. lto, H. Tanaka, Syntheses of 1,2,3,4-tetrahydroisoquinolines from N-sulfonyl- phenethylamines and aldehydes, Chem. Pharm. Bull. 25 (1977) 1732-1739.
  • 10H.M. Wang, I.J. Kang, L.C. Chert, Ytterbium triflate-catalysed synthesis of ethyl 1,2,3,4-tetrahydroisoquinoline-l-carboxylates using ethyl chloro(phenylselany- l)acetate, Heterocycles 60 (2003) 1899-1905.

同被引文献13

引证文献2

二级引证文献2

Chinese Chemical Letters
2013年 第10期

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部