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A general aqueous synthetic strategy towards 1-benzylTHIQs enabled by umpolung hydrazone.


ABSTRACT: Primarily found in plants, 1-benzyltetrahydroisoquinoline (1-benzylTHIQ) alkaloids are a diverse class of N-heterocyclic natural products with biological activity against various infectious diseases and neurodegenerative pathologies. Traditionally, 1-benzylTHIQs are synthesized using commercially inaccessible pre-functionalized materials or hazardous organometallic reagents, making their synthesis challenging. Herein, we developed an environmentally benign synthetic strategy to synthesize 1-benzylTHIQs, which aligns with green chemistry principles. This method utilizes abundant, renewable aldehydes as sustainable alkyl carbanion equivalents, thereby eliminating the use of highly reactive or hazardous organometallic reagents. This reaction is catalyzed by ruthenium, using water as a greener

SUBMITTER: Kaur M 

PROVIDER: S-EPMC12805586 | biostudies-literature | 2026 Jan

REPOSITORIES: biostudies-literature