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Synthesis 2013; 45(13): 1785-1790
DOI: 10.1055/s-0033-1338444
DOI: 10.1055/s-0033-1338444
paper
Further Studies of Benzothiazine Metalation
Further Information
Publication History
Received: 22 March 2013
Accepted: 02 April 2013
Publication Date:
08 May 2013 (online)
Dedicated to Professor Scott E. Denmark on the occasion of his 60th birthday
Abstract
Treatment of benzothiazines 3 and 8 with butyllithium resulted in deprotonation at C3 to afford the corresponding organolithium species. These compounds could be trapped with a variety of electrophiles to give products in high yield. Some limitations to the processes chiefly based on steric effects were uncovered. Interesting and potentially useful side reactions were also established.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
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References
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