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Closing the ring: Thermally stable but reactive 3-zinciobenzofurans and indoles were synthesized by metalative cyclization of 2-ynyl phenols or anilines. Furthermore, a variety of extended π-conjugated molecules were obtained by Pd-catalyzed cross-coupling reactions of these heterocycles with mono- or polyhalo-substituted arenes and alkenes (R2Haln; see scheme; Bn=benzyl).
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Nakamura et al. (2005) studied this question.
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