Synthesis of anti-[2.2](2.6)benzothiazolophane via 10π-10π coupling protocol

被引:0
|
作者
Mashraqui, SH [1 ]
Biswas, MM [1 ]
机构
[1] Mumbai Univ, Dept Chem, Santacruz E 400098, Mumbai, India
来源
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY | 1999年 / 38卷 / 08期
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中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The known 6-methoxymethyl-2-methylbenzothiazole 6 has been converted into quaternary ammonium hydroxide 4 via demethoxy-bromination followed by quaternization with (CH3)(3)N and treatment with silver oxide. Pyrrolysis of 4, expected to generate both anti-1 and syn-[2.2](2.6) benzothiazolophane 2 via 10 pi-10 pi couplings of the quinodimethane intermediate 5, gives in practice only anti-benzothiazolophane 1. The structure has been established by comparison with an authentic sample of 1 recently synthesized by an unambigous route.
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页码:959 / 961
页数:3
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