Russian Journal of Organic Chemistry

Adamantylation of Thiocyanatoacetamide and Thiocyanatoacetylurea

AK Shiryaev, IK Moiseev

Index: Shiryaev; Moiseev Russian Journal of Organic Chemistry, 2001 , vol. 37, # 5 p. 746 - 747

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Citation Number: 2

Abstract

We showed in [1] that a-hydroxy thiocyanates can be alkylated by tertiary carbocations, following the Ritter reaction pattern; intermediate thionitrilium cation is stabilized through intramolecular cyclization involving the neighboring hydroxy group to form 2-alkylimino-1, 3- oxathiolanes. With the goal of searching for other functional groups capable of stabilizing thionitrilium cations via intramolecular interaction, we examined the reactions of 1- ...