

Author: Huang Shi Luo Yi Huang Zhi Wang Xing Bu Xian Liu Pei Ma Lin Xie Bing Liu Zong Li Yue Chan Albert
Publisher: Taylor & Francis Ltd
ISSN: 0039-7911
Source: Synthetic Communications, Vol.36, Iss.18, 2006-09, pp. : 2667-2684
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Abstract
New Mansonone analogues of 9‐substitued benzo[ de ]chromene‐7,8‐dione 5b – e and 5‐benzyl‐9‐substitued benzo[ de ]chromene‐7,8‐dione 6a – e were prepared through a modified route. The first step involved a bulky base t ‐butylamine mediated regioselective deacetylation of 2‐substituted‐1,4‐naphth‐diyl diacetate, resulting in obtaining of monoacetate 4‐acetate 2 in high yield. The mechanism of cyclization, debenzylation, and oxidation for the formation of 5a – e and 6a – e were discussed. The cytotoxicity of the prepared compounds 5 and 6 were comparable with naturally occurring Mansonone F.
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