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Metallation of sulfur heterocycles: Alkali-metal-mediated magnesiation has been employed to regioselectively metallate the S-heterocycles thiophene and tetrahydrothiophene at ambient temperature. The structural chemistry of the metallo-compounds is remarkably different from that previously observed for the corresponding O-heterocycles (see figure).
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Blair et al. (2010) studied this question.
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