HETERO DIELS-ALDER REACTION WITH INDOLOQUINONES

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概要

• 論文の詳細を見る

• The hetero Diels-Alder reaction of 4,7-indoloquinones with crotonaldehyde dimethylhydrazone afforded 5-methyl-5,6-dihydropyrido[6,5-b]indole-4,9-dione ([1,8] isomer) and 5-methyl-5,6-dihydropyrido[5,6-b]indole-4,9-diones ([1,5] isomer). The 6,7,8,9-tetrahydrocarbazole-2,5-dione region-selectively afforded 4-methyl-1,4,6,7,8,9-hexahydropyrido[2,3-b]carbazole-5,11-dione. The regiochemistry of these reactions was controlled by the substitution of the nitrogen and the 2-C atom of the indole moiety : the unsubstituted quinones afforded the [1,8] regioisomer, whereas the [1,5] compounds were obtained with the quinones bearing an electron-withdrawing substituent on the nitrogen or the 2-C atom.

• 公益社団法人日本薬学会の論文
• 1998-03-15

著者

• Fillion H

  Univ. Claude Bernard Lyon I Lyon Cedex Fra

• BARRET Roland

  Laboratoire de Chimie Therapeutique

• ROUE Nathalie

  (Present adress)CNT Novum

• FILLION H.

  Laboratoire de Chimie Organique

関連論文

• HETERO DIELS-ALDER REACTION WITH INDOLOQUINONES
• Synthesis of Furnaphth[1,3]oxazine and Furo[1,3]oxazinoquinoline Derivatives as Precursors for an o-Quinonemethide Structure and Potential Antitumor Agents
• Synthesis of Mannich Bases of 5-Hydroxynaphthalene-1,8-carbolactone as Potential Antifungal or Antitumor Agents
• Reactivity of an o-Indoloquinone to 1-and 2-Azadienes

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