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Preparation and inverse electron demand Diels-Alder reactions of 3-methoxy-6-methylthio-1,2,4,5-tetrazine

✍ Scribed by Subas M. Sakya; Kelley K. Groskopf; Dale L. Boger

Publisher: Elsevier Science
Year: 1997
Tongue: French
Weight: 202 KB
Volume: 38
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(97)00751-x

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✦ Synopsis

The selective preparation of 3-methoxy-6-methylthio-l,2,4,5-tetrazine (2) and 3,6-dimethoxy-l,2,4,5-tetrazine (3) from 3,6°bis(methylthio)-l,2,4,5-tetrazine (1) is described. A preliminary investigation into the participation of 2 in [4+2] cycloaddition reactions with electron rich and neutral dienophiles along with the resulting regioselective formation of the products (5) are discussed.

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