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Synlett 1998; 1998(10): 1061-1062
DOI: 10.1055/s-1998-1887
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New Syntheses of Pyrrolo[3,4-b]indoles, Benzo[b]furo[2,3-c]pyrroles, and Benzo[b]thieno[2,3-c]pyrroles. Utilizing the Reaction of Münchnones (1,3-Oxazolium-5-olates) with Nitroheterocycles

Gordon W. Gribble* , Erin T. Pelkey, Frank L. Switzer
  • *Department of Chemistry, Dartmouth College, Hanover, New Hampshire 03755, USA; Fax 603-646-3946; E-mail: grib@dartmouth.edu
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Publication History

Publication Date:
31 December 2000 (online)

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1,3-Dipolar cycloaddition of münchnones (mesoionic 1,3-oxazolium-5-olates) 3 and 4 with 2- and 3-nitroindoles, 2-nitrobenzo[b]furan, and 3-nitrobenzo[b]thiophene affords the corresponding pyrrolo[3,4-b]indoles, benzo[b]furo[2,3-c]pyrroles, and benzo[b]thieno[2,3-c]pyrroles, respectively, in one operation in good to excellent yields.

münchnones - nitroheterocycles - 1,3-dipolar cycloaddition - pyrrolo[3,H-b]indoles - fused pyrroles

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