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February 2, 2026The Journal of Organic Chemistry2 citations

Sequential Polychloromethylation/Cyclization of N -Cyanamide Alkenes for the Construction of Polychloromethyl-Containing Quinazolinones

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FMFei MengHZHongbin ZouYZYang Zhen

Key Points

  • The research aims to develop a radical cascade cyclization method for creating polychloromethyl-substituted quinazolinones.
  • Utilized unactivated alkenes in the synthesis process.
  • Employed metal-free conditions for the reaction.
  • Explored a broad substrate scope and functional group compatibility.
  • Achieved yields ranging from 64% to 93% for the synthesized compounds.
  • Confirmed applicability of the method to other polyhaloalkanes.
  • Demonstrated potential for creating pharmaceutically relevant compounds.

Abstract

A green and efficient radical cascade cyclization method for the synthesis of polychloromethyl-substituted quinazolinones is reported. The polychloromethylation/cyclization process proceeds in 64-93% yields using unactivated alkenes and is characterized by its metal-free conditions, broad substrate scope, and excellent functional group compatibility. This strategy is also applicable to other polyhaloalkanes, offering promising potential for the preparation of pharmaceutically relevant polychloromethyl-substituted N-heterocycles.

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Cite This Study

Meng et al. (2026) studied this question.

synapsesocial.com/papers/6980fd81c1c9540dea80f462https://doi.org/10.1021/acs.joc.5c02973
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