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 |
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| Authors: | Andrew G Cole Steven G Kultgen Ian Henderson |
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| Institution: | 1. Department of Chemistry , Ligand Pharmaceuticals, Inc. , Cranbury, New Jersey, USA acole@ligand.com;3. Department of Chemistry , Ligand Pharmaceuticals, Inc. , Cranbury, New Jersey, USA |
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| Abstract: | The one-pot, microwave-assisted synthesis of 5-thia-4b,10-diaza-indeno2,1-a]indene-5,5-dioxide (6) and 10H-11-thia-5,10a-diaza-benzob]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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| Keywords: | Microwave-assisted organic synthesis one-pot tetracycle |
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