Synlett

Facile Preparation of 2-Iodophenyl Trifluoromethanesulfonates: Superior Aryne Precursors

A Ganta, TS Snowden

Index: Ganta, Ashok; Snowden, Timothy S. Synlett, 2007 , # 14 p. 2227 - 2231

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Citation Number: 10

Abstract

Abstract A comparative study of 3-methoxyaryne precursors revealed 2-iodo-3- methoxyphenyl triflate as the most effective in nonpolar solvent. Use of Hoppe's N-isopropyl carbamate allows for the systematic preparation of a variety of 2-iodophenyl triflates via a directed ortho-lithiation-iodination-decarbamation sequence. These steps are possible without isolation of the intermediate iodophenyl carbamates.