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Reacts with electrophiles to give 2-substituted benzothiazoles: J. Heterocycl. Chem., 8, 257 (1971). Reactivity is increased by F- catalysis; e.g. CsF with aldehydes: Tetrahedron Lett., 23, 5079 (1982). The thiazole ring can be cleaved, so that the reagent behaves as a formyl anion equivalent; see also Benzothiazole, A10380, and 2-(Trimethylsilyl)thiazole, B21903. Unlike 2-lithiobenzothiazole, reaction with a chiral aldehyde can be diastereoselective: Tetrahedron Lett., 26, 5477 (1985)./n
Reaction with PCl3, PhPCl2 or Ph2PCl gives the corresponding benzothiazolylphosphine: J. Org. Chem., 47, 1489 (1982). With 2-lithiobenzothiazole, 2,2'-bibenzothiazole is formed: Heterocycles, 30, 347 (1990)./n
Hazard Statements: H227
Precautionary Statements: P210-P280-P370+P378q-P501c
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