Synlett 2014; 25(5): 696-700
DOI: 10.1055/s-0033-1340629
letter
© Georg Thieme Verlag Stuttgart · New York

Highly Regioselective Diels–Alder Reaction of 9-Substituted Anthracenes with Citraconic Anhydride

Ruhima Khan
Department of Chemistry, Manipur University, Canchipur 795 003, Manipur, India   Fax: +91(385)2435145   eMail: moirangthemds@yahoo.co.in
,
Thokchom Prasanta Singh
Department of Chemistry, Manipur University, Canchipur 795 003, Manipur, India   Fax: +91(385)2435145   eMail: moirangthemds@yahoo.co.in
,
Moirangthem Dhaneshwar Singh*
Department of Chemistry, Manipur University, Canchipur 795 003, Manipur, India   Fax: +91(385)2435145   eMail: moirangthemds@yahoo.co.in
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Publikationsverlauf

Received: 25. November 2013

Accepted after revision: 19. Dezember 2013

Publikationsdatum:
14. Januar 2014 (online)


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Abstract

The regioselectivity in the Diels–Alder reaction of 9-substituted anthracenes having electron-releasing substituents with citraconic anhydride has been investigated. The ortho regioisomer is preferred in all the cases with good yield. The reaction proceeded best under conventional heating conditions in toluene.

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