Journal
JOURNAL OF NATURAL PRODUCTS
Volume 71, Issue 8, Pages 1447-1450Publisher
AMER CHEMICAL SOC
DOI: 10.1021/np800334j
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A synthesis of the originally proposed 2-(1H-indol-3-yl)-4H-3,1-benzoxazin-4-one structure of the alkaloid cephalandole A (1) led to a structural revision, and the isolated natural product has now been identified as the previously known compound 3-(1H-indol-3-yl)-2H- 1,4-benzoxazin-2-one (7). The structural assignment was corroborated by detailed NMR studies. A short synthesis of the related natural compound cephalandole B (2) has also been performed, confirming its structure. In addition some chemical transformations, involving, for example, the related synthetic molecule 2-(1H-indol-3-yl)-3H-quinazolin-4-one (9), are presented.
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