Journal of the American Chemical Society

Tautomerism of the monohydroxy derivatives of five-membered oxygen, nitrogen and sulfur heterocycles

B Capon, FC Kwok

Index: Capon, Brian; Kwok, Fu-Chiu Journal of the American Chemical Society, 1989 , vol. 111, # 14 p. 5346 - 5356

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Citation Number: 50

Abstract

Abstract: The 0-deuterated enolic tautomers 3-deuteroxybenzofuran, 3- deuteroxybenzothiophene, 3-deuteroxyindole, 3-deuteroxy-1-methylindole, 3- deuteroxyfuran, 3-deuteroxythiophene, 2-deuteroxybenzothiophene, and 2- deuteroxythiophene have been generated in solution in mixtures of CD3COCD3, CD3CN, or CD3SOCD3 with D20 by hydrolysis of their trimethylsilyl derivatives in the presence of DCI ...