Synthesis of 3,9,9,9a-tetramethyl-1,2,3,9a-tetrahydro-9H-imidazo[1,2-a]-indol-2-ones by reaction of 2,3,3-trimethyl-3H-indole with 2-bromopropionamides

被引:0
作者
E. Valaityte
V. Martynaitis
A. Sackus
机构
[1] Kaunas University of Technology,Department of Organic Chemistry
关键词
2-bromopropionamide; imidazo[1,2-; ]indole; spiro[2H-indole-2,3’-[3H]naphtho[2,1-; ]-pyran]; 2,3,3-trimethyl-3H-indole;
D O I
10.1007/s10593-005-0067-x
中图分类号
学科分类号
摘要
Alkylation of 2,3,3-trimethyl-3H-indole with 2-bromopropionamide and the subsequent treatment of the formed 1-(1-carbamoylethyl)-2,3,3-trimethyl-3H-indolium bromide with a base afforded 3,9,9,9a-tetramethyl-1,2,3,9a-tetrahydro-9H-imidazo[1,2-a]indol-2-one. Condensation of the 1-(1-carbamoylethyl)-2,3,3-trimethyl-3H-indolium salt with 2-hydroxy-1-naphthaldehyde gave a mixture of diastereomeric 1-(1-carbamoylethyl)spiro[2H-indole-2,3’-[3H]naphtho[2,1-b]pyrans].
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页码:1460 / 1464
页数:4
相关论文
共 11 条
  • [1] Yamamoto S.(1988)undefined Chem. Abstr. 108 229708-undefined
  • [2] Taniguchi T.(1988)undefined Chem. Abstr. 108 169175-undefined
  • [3] Psaar H.(2002)undefined J. Heterocycl. Chem. 39 1123-undefined
  • [4] Raue R.(1976)undefined Can. J. Chem. 54 576-undefined
  • [5] Martynaitis V.(1997)undefined Angew. Chem. Int. Ed. (Engl.) 36 881-undefined
  • [6] Sackus A.(undefined)undefined undefined undefined undefined-undefined
  • [7] Berg U.(undefined)undefined undefined undefined undefined-undefined
  • [8] Gruda I.(undefined)undefined undefined undefined undefined-undefined
  • [9] Leblanc R. M.(undefined)undefined undefined undefined undefined-undefined
  • [10] Eggers L.(undefined)undefined undefined undefined undefined-undefined