Organic

Proceedings of the Indian Academy of Sciences - Chemical Sciences

, Volume 89, Issue 5, pp 435-439

Vilsmeier reaction on some 6- and 7-methoxy-1- and 2-tetralones

  • P Anantha ReddyAffiliated withDepartment of Organic Chemistry, Indian Institute of Science
  • , G S Krishna RaoAffiliated withDepartment of Organic Chemistry, Indian Institute of Science

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Abstract

Vilsmeier reaction on a few representative 6- and 7-methoxy-1- and 2-tetralones has been investigated. While 1-tetralones give the corresponding 1-chloro-2-formyl-3,4-dihydronaphthalenes, the 2-tetralones afford 1,3-bisformyl-2-chloronaphthalenes. Spectral characteristics of all the products obtained are given and a mechanistic proposal has been made to explain the observed chlorobisformylation.

Keywords

Vilsmeier reaction 1- and 2-tetralones chlorobisformylnaphthalenes synthesis and mechanism