Synthesis of marine bisindole alkaloids, hamacanthins A and B through intramolecular transamidation-cyclization

Tetrahedron Letters

Volumn 44, Issue 49, 2003, Pages 8849-8852

  Kawasaki, Tomomi ^a   Kouko, Takashi ^a   Totsuka, Hiromi ^a   Hiramatsu, Kei ^a  

^a MEIJI PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID DERIVATIVE; AMIDE; ANTINEOPLASTIC AGENT; HAMACANTHIN A; HAMACANTHIN B; PIPERAZINE DERIVATIVE; UNCLASSIFIED DRUG;

ACETYLATION; AMIDATION; ARTICLE; CHEMICAL REACTION; CYCLIZATION; DEPROTECTION REACTION; DRUG SYNTHESIS; ELECTRON TRANSPORT; HEATING; HYDROLYSIS; STEREOISOMERISM;

EID: 0242329813     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2003.09.184     Document Type: Article

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30. 2H, the reaction under neutral conditions required prolonged heating (5 h) to give 11a and 12a in 55 and 26% yields, respectively.
31. For example, when 11c was heated with KOH in refluxing methanol, dehydrohamacanthin B 18 was obtained in 90% yield through elimination of toluene sulfinic acid followed by isomerization.
32. 4O: 483.9534; Found: 483.9540.
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