Use of C, N-chelated di-n-butyltin (IV) fluoride for the synthesis of acyl fluorides, fluoroformates and fluorophosgene

P Švec, A Eisner, L Kolářová, T Weidlich, V Pejchal…

Index: Svec, Petr; Eisner, Ales; Kolarova, Lenka; Weidlich, Tomas; Pejchal, Vladimir; Ruzicka, Ales Tetrahedron Letters, 2008 , vol. 49, # 44 p. 6320 - 6323

Full Text: HTML

Citation Number: 13

Abstract

{2-[(CH3) 2NCH2] C6H4}(n-Bu) 2SnF (1) reacts with various chloroformates, acyl chlorides, methanesulfonyl chloride, 4, 4′-dimethoxytrityl chloride and phosgene precursors or derivatives to form fluorinated analogues. All reactions proceed rapidly and under mild conditions. The use of a catalytic amount of 1 and KF in toluene led to a relatively high yield of a selected fluoroformate.