Tetrahedron

Quinone-imides: regiospecificity of nucleophilic attack on n-alkanesulphonyl-n'-alkanoyl 14-benzoquinone-imines.

S Rajappa, SJ Shenoy

Index: Rajappa, Srinivasaschari; Shenoy, Sharada J. Tetrahedron, 1986 , vol. 42, # 20 p. 5739 - 5746

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Citation Number: 11

Abstract

Substrates such as (2) undergo regiospecific attack by azide and thiocyanate ions at the terminus of the C CC N-CO system. In the case of addition of azide, this is proved by the detailed analysis of the 1H and 13C NMR spectra of the products (11) derived from the quinone-imides (8). The structure of the products obtained by the addition of thiocyanate to the quinone-imides and (tilde10)(tilde20) is proved by their facile cyclisation to the 2- ...