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Synlett 2000; 2000(7): 1037-1039
DOI: 10.1055/s-2000-6669
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Heck Arylation of N-Boc-3-Pyrrolines and N-Boc-2-Pyrrolines with Diazonium Salts; Efficient Syntheses of Five-Membered 4-Aryl Endocyclic Enecarbamates and N-Boc-2,4-Diaryl 3-Pyrrolines

Marcos José S. Carpes* , Carlos Roque D. Correia
  • *Instituto de Química, UNICAMP, 13083-970, Campinas, P.O. Box 6154, São Paulo, Brazil; Fax + 55 19 788 3023; E-mail: roque@iqm.unicamp.br
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Publication Date:
31 December 2000 (online)

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Practical and efficient Heck arylations of N-Boc-3-pyrrolines and N-Boc-4-aryl-2-pyrrolines (endocyclic enecarbamates) with several arenediazonium tetrafluoroborate salts were accomplished.This methodology permitted the preparation of a series of 4-aryl endocyclic enecarbamates which were used in a subsequent Heck arylation to produce biaryl-3-pyrrolines in good yields without the need for phosphine ligands, excess of olefin, and stringent reaction conditions.

Heck reactions - arylations - heterocycles - palladium - diazonium salts

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