The Journal of Organic Chemistry

Synthesis of substituted 2-imidazolidinones and annelated hydantoins via amidoalkylation transformations

ZK Liao, H Kohn

Index: Liao, Zeng-Kun; Kohn, Harold Journal of Organic Chemistry, 1984 , vol. 49, # 24 p. 4745 - 4752

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Citation Number: 16

Abstract

The synthetic utility of 4-hydroxy-2-imidazolidinone amidoalkylation reactions is limited by the propensity of the carbon-5 unsubstituted and carbon-5 monosubstituted adducts to undergo dehydration to yield 2-imidrrZolones. Two techniques are reported which avoided this competitive side reaction. The first approach utilized reactive allyl silanes. Treatment of substituted 4-hydroxy-2-imidazolidinones 16 with allyltrimethylsilane (17) under Lewis ...