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

Authors

  • 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
Further Information

Publication History

Received: 25 November 2013

Accepted after revision: 19 December 2013

Publication Date:
14 January 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.

Supporting Information