THE REACTION OF 1,4-DIHYDROCYCLOPENT [b] INDOLES WITH DIMETHYL ACETYLENEDICARBOXYLATE

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概要

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• Diethyl 1,4-dihydro-4-methyl-3-(N-methyl-3-indolyl) cyclopento [b] indole-1,2-dicarboxylate (3) reacted with dimethyl acetylenedicarboxylate (DMAD) in acetonitrile under reflux to give the 5,10-dihydrocyclopent [b] indole (5). The same reaction in benzene gave the maleate (or fumarate) (6) and the 1,1a, 3a, 4-tetrahydrocyclobut [2,3] cyclopent [b] indole (8). Thermolysis of 8 resulted in the formation of 5. In contrast to a [2+2] cycloaddition reaction of 3 and DMAD, 2 reacted with two molecules of DMAD to give the 1,1a, 5a, 6-tetrahydrocyclohex [2,3] cyclopent [b] indole (10).

• 公益社団法人日本薬学会の論文
• 1984-06-25

著者

• 栗原 拓史

  Osaka University of Pharmaceutical Sciences

• 那須 啓子

  Osaka College of Pharmacy

• 萩永 里美

  Osaka College of Pharmacy

• 栗原 拓史

  Osaka College Of Pharmacy

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