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Synthesis of 3-halo-2,5-disubstituted furans via CuX mediated cyclization-halogenation reactions

Journal Article


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Abstract


  • The Cu(I) halide (X = I, Br, Cl) mediated reactions of Cbz-protected cis-2-phenylethenyl-3-hydroxypyrrolidine gave novel 3-halo-2,5-trisubstituted furans in good yields, via a cyclization-halogenation, ring-opening reaction sequence. In contrast, the reactions with CuCN gave mainly the corresponding 3-cyanofuro[3,2-b]pyrrole formed from a cyclization-cyanation reaction.

UOW Authors


Publication Date


  • 2011

Citation


  • Yazici, A. & Pyne, S. G. (2011). Synthesis of 3-halo-2,5-disubstituted furans via CuX mediated cyclization-halogenation reactions. Tetrahedron Letters, 52 (12), 1398-1400.

Scopus Eid


  • 2-s2.0-79951774851

Ro Full-text Url


  • http://ro.uow.edu.au/cgi/viewcontent.cgi?article=6544&context=scipapers

Ro Metadata Url


  • http://ro.uow.edu.au/scipapers/3202

Has Global Citation Frequency


Number Of Pages


  • 2

Start Page


  • 1398

End Page


  • 1400

Volume


  • 52

Issue


  • 12

Abstract


  • The Cu(I) halide (X = I, Br, Cl) mediated reactions of Cbz-protected cis-2-phenylethenyl-3-hydroxypyrrolidine gave novel 3-halo-2,5-trisubstituted furans in good yields, via a cyclization-halogenation, ring-opening reaction sequence. In contrast, the reactions with CuCN gave mainly the corresponding 3-cyanofuro[3,2-b]pyrrole formed from a cyclization-cyanation reaction.

UOW Authors


Publication Date


  • 2011

Citation


  • Yazici, A. & Pyne, S. G. (2011). Synthesis of 3-halo-2,5-disubstituted furans via CuX mediated cyclization-halogenation reactions. Tetrahedron Letters, 52 (12), 1398-1400.

Scopus Eid


  • 2-s2.0-79951774851

Ro Full-text Url


  • http://ro.uow.edu.au/cgi/viewcontent.cgi?article=6544&context=scipapers

Ro Metadata Url


  • http://ro.uow.edu.au/scipapers/3202

Has Global Citation Frequency


Number Of Pages


  • 2

Start Page


  • 1398

End Page


  • 1400

Volume


  • 52

Issue


  • 12