2-Methylthiobenzothiazole readily gives a methyl group lithio derivative which reacts cleanly with electrophiles. The products are conveniently converted into the corresponding thiols by BuLi at –78 °C, and this sequence thus provides a convenient two-step mercaptomethylation procedure for alkyl halides, aldehydes, and ketones.
A. R. Katritzky, J. M. Aurrecoechea and L. M. V. de Miguel, J. Chem. Soc., Perkin Trans. 1, 1987, 769 DOI: 10.1039/P19870000769
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