Iodine-Mediated Neighboring
Group Assisted Synthesis of Unsymmetrical 1,2-Diketone/Benzil
Derivatives from o-(Alkynyl)benzamides

K. C. Majumdar; Inul Ansary; Rajendra Narayan De; B. Roy

doi:10.1055/s-0030-1260155

PAPER

Iodine-Mediated Neighboring Group Assisted Synthesis of Unsymmetrical 1,2-Diketone/Benzil Derivatives from o-(Alkynyl)benzamides

K. C. Majumdar*^a,b, Inul Ansary^a, Rajendra Narayan De^a, B. Roy^a
^a Department of Chemistry, University of Kalyani, Kalyani 741235, W. B., India
^b Department of Chemical Sciences, Tezpur University, Napaam, Tezpur 784024, Assam, India
e-Mail: kcm_ku@yahoo.co.in ;

Abstract

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Abstract

A facile synthesis of 1,2-diketone derivatives have been achieved from o-(alk-1-ynyl)benzamide derivatives in good to excellent yields by molecular iodine-catalyzed electrophilic reaction. The reaction proceeds via formation of an (isochromenylidene)benzenaminium intermediate formed by the intramolecular neighboring group assistance of the ortho-amide group.

Key words

molecular iodine - o-(alkynyl)benzamides - 1,2-diketones - benzil

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References

Presently at Department of Chemical Sciences, Tezpur University, Napaam, Tezpur 784024, Assam, India.

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