Divergent access to bicyclo[3.1.0]hexane and cyclopenta[]pyrazole scaffolds bearing azole and azine units has been developed. The approach involves intramolecular cyclization of 5-iodo-1,2,3-triazoles acting as stable diazoimine precursors with concomitant noncatalytic (3 + 2)-cycloaddition. The choice of solvent allows control of the outcome of the cascade transformation. The developed procedure is simple and cost-efficient and allowed important heterocycles to be obtained in one-pot with various functional groups.
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| http://dx.doi.org/10.1021/acs.orglett.4c03082 | DOI Listing |
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