Facile and scalable synthesis of baphicacanthin A by a two-pot procedure

Cuan, Yalong; Li, Wenhao; Dou, Yingchao; Yang, Ge

doi:10.1080/14786419.2021.2011275

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2024

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“…Our group has been devoted to the field of green synthesis, unveiling several practical and sustainable protocols with a natural renewable low-toxic gallic acid (GA) as an organocatalyst and manganese salt as a cocatalyst in water recently. For instance, aerobic catalytic oxidative coupling of thiols to disulfides and cross-cyclocondensation of catechols and 2-aminophenols to 2-hydroxy-phenoxazin-3-ones, which underwent the in situ oxidation of catechols to the corresponding o -benzoquinones and subsequent aza -Michael addition to form the intermediate diaryl amines.…”

Section: Resultsmentioning

confidence: 99%

Oxidative Dehydroxycyclization of Catechols with o-Mercaptoanilines to Access 1-Hydroxyphenothiazines

Zhou,

Shang,

et al. 2024

J. Org. Chem.

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The protocol of aerobic oxidative dehydroxycyclization installed in the synthesis of rarely studied 1hydroxyphenothiazines from catechols and o-mercaptoanilines is presented. Utilizing a natural renewable low-toxicity gallic acid as an organocatalyst, this established transformation proceeded smoothly in an aqueous ethanol solution under mild conditions with good functional group compatibility and up to a 94% isolated yield. This protocol is also characterized by its operational simple workup involving only recrystallization, revealing its sustainability and synthetic practicability.

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Section: Resultsmentioning

confidence: 99%