Access to Bicyclo[3.1.0]hexane\nand Cyclopenta[<i>c</i>]pyrazole Scaffolds via Solvent-Directed\nDivergent Reactivity\nof 5‑Iodotriazoles

Divergent\naccess to bicyclo[3.1.0]hexane and cyclopenta[<i>c</i>]pyrazole\nscaffolds bearing azole and azine units has been\ndeveloped. The approach involves intramolecular cyclization of 5-iodo-1,2,3-triazoles\nacting as stable diazoimine precursors with concomitant noncatalytic\n(3 + 2)-cycloaddition. The choice of solvent allows control of the\noutcome of the cascade transformation. The developed procedure is\nsimple and cost-efficient and allowed important heterocycles to be\nobtained in one-pot with various functional groups.

Publication Details

Journal
Figshare
Published
2024-11-06
DOI
https://doi.org/10.1021/acs.orglett.4c03082.s001
Primary Topic
Cyclopropane Reaction Mechanisms
Type
article
Field-Weighted Citation Impact
0.00
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article

Access to Bicyclo[3.1.0]hexane\nand Cyclopenta[c]pyrazole Scaffolds via Solvent-Directed\nDivergent Reactivity\nof 5‑Iodotriazoles

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Cyclopropane Reaction Mechanisms
article

Access to Bicyclo[3.1.0]hexane\nand Cyclopenta[c]pyrazole Scaffolds via Solvent-Directed\nDivergent Reactivity\nof 5‑Iodotriazoles

article en

Abstract

Divergent\naccess to bicyclo[3.1.0]hexane and cyclopenta[<i>c</i>]pyrazole\nscaffolds bearing azole and azine units has been\ndeveloped. The approach involves intramolecular cyclization of 5-iodo-1,2,3-triazoles\nacting as stable diazoimine precursors with concomitant noncatalytic\n(3 + 2)-cycloaddition. The choice of solvent allows control of the\noutcome of the cascade transformation. The developed procedure is\nsimple and cost-efficient and allowed important heterocycles to be\nobtained in one-pot with various functional groups.

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Cyclopropane Reaction Mechanisms
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Access to Bicyclo[3.1.0]hexane\nand Cyclopenta[<i>c</i>]pyrazole Scaffolds via Solvent-Directed\nDivergent Reactivity\nof 5‑Iodotriazoles · Figshare (2024) | TGRS Research Map | TGRS