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Synlett 1998; 1998(4): 405-406
DOI: 10.1055/s-1998-1684
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Solid-phase Functionalization of Heterocycles by Direct Lithiation

Zhengong Li* , A. Ganesan
  • *Institute of Molecular and Cell Biology, National University of Singapore, 30 Medical Drive, Singapore 11 76 09; Fax (65)7 79 11 17; E-mail: mcbgane@imcb.nus.edu.sg
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Publication History

Publication Date:
31 December 2000 (online)

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Lithiation of polymer-bound 3-furanmethanol and 3-thiophenemethanol followed by the addition of electrophiles and resin cleavage afforded 2,4-disubstituted furans and thiophenes respectively in good yield. The 2,4-substituted thiophene can also be further lithiated on solid-phase at C-5 to give 2,3,5-substituted thiophenes.

solid-phase synthesis - furans - thiophenes - lithiation