Microwave-Assisted, One-Pot Synthesis of 5-Thia-4b,10-diaza-indeno[2,1-a]-indene-5,5-dioxide and 10H-11-Thia-5,10a-diaza-benzo[b]fluorene-11,11-dioxide

被引:1
|
作者
Cole, Andrew G. [1 ]
Kultgen, Steven G. [1 ]
Henderson, Ian [1 ]
机构
[1] Ligand Pharmaceut Inc, Dept Chem, Cranbury, NJ 08512 USA
关键词
Microwave-assisted organic synthesis; one-pot; tetracycle; BATRACYLIN NSC-320846; DERIVATIVES;
D O I
10.1080/00397910902788182
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The one-pot, microwave-assisted synthesis of 5-thia-4b,10-diaza-indeno[2,1-a]indene-5,5-dioxide (6) and 10H-11-thia-5,10a-diaza-benzo[b]fluorene-11,11-dioxide (7) from 1,2-phenylenediamine and 2-aminobenzylamine, respectively, is described. Generation of a sulfonamide through reaction of the appropriate diamine with 2-cyanobenzenesulfonyl chloride is followed by a multistep intramolecular transformation and subsequent elimination of ammonia to provide the corresponding tetracycle in good yield.
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页码:3607 / 3610
页数:4
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