Substituted Organotin Amides

Louie, J., Hartwig, J. F. Transmetalation, Involving Organotin Aryl, Thiolate, and Amide Compounds. An Unusual Type of Dissociative Ligand Substitution Reaction. J. Am. Chem. Soc. 1995,117,11598-11599. 

The organotin thiolates (mercaptides) are usually prepared by substitution by a sulfur nucleophile at a tin centre. Suitable pairs of reactants are (1) thiol and tin oxide, alkox-ide, or amide, (2) thiol and tin halide in the presence of a base such as sodium hydroxide, sodium carbonate, ammonia, or triethylamine, or (3) metal thiolate and tin halide. Examples are shown in equations 17-20,33 17-21,33 and 17-22,34 and some of the common products are listed in Table 17-2. 

The organotin-substituted amides and related compounds are listed in Table IX. 

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