TBHP-promoted multicomponent reaction to access 2-aminobenzoxazinones using sodium chlorodifluoroacetate as the C1 synthon

Li, Huijuan; Wang, Yongfeng; Xu, Cheng; Zou, Jingwen; Wu, Yaxuan; Yin, Guodong

doi:10.1039/d3qo00157a

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Formation Of C−o Bond Via Ionic Pathway2

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2024

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“…fluoroacetic acid sodium salt (141) and aliphatic amines (83). [52] Reaction performed using sodium carbonate and TBHP (aq.) as transforming reagents in acetonitrile yielded 60 % of tetrahydroisoquinoline-substituted benzoxazinone.…”

Section: Formation Of Cà O Bond Via Ionic Pathwaymentioning

confidence: 99%

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TBHP: A Sustainable Alternative For Carbon‐Oxygen Bond Formation

Jyoti,

Devi,

Manisha

et al. 2024

Eur J Org Chem

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Over past few decades, synthetic chemists are working tirelessly for the development of environmentally benign and economically competent carbon‐oxygen bond formation processes. Various oxidizing reagents and catalysts are being used to serve this purpose. Among all, t‐butyl hydrogen peroxide (TBHP) has emerged as a greener and economically viable oxygen source, radical initiator and precursor of t‐BuO• and t‐BuOO• radicals. It has been extensively utilized as a reagent for the synthesis of epoxides, ketones, secondary alcohols, heterocyclic rings like benzofurans, isoquinoline and many more. The present review will unfold the recent advancements made in the field of TBHP‐promoted C‐O bond formation.

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Section: Formation Of Cà O Bond Via Ionic Pathwaymentioning

confidence: 99%

“…In 2023, Huijuan and group reported a one‐pot synthesis of 2‐amonibenzoxazinones (142) from indenedione (73) , chlorodifluoroacetic acid sodium salt (141) and aliphatic amines (83) [52] . Reaction performed using sodium carbonate and TBHP (aq.)…”

Section: Formation Of C−o Bond Via Ionic Pathwaymentioning

confidence: 99%