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Zinc-Catalyzed Transacetalization of N,O-Acetals into N,N-Acetals with Benzotriazoles, Indazoles, and Azides
Synlett ( IF 1.7 ) Pub Date : 2020-06-23 , DOI: 10.1055/s-0040-1707161
Seunghoon Shin 1 , Sang Ik Shin , Nguyen H. Nguyen , Jangbin Im
Affiliation  

N,O-Acetals obtained from β-oxidation of ynamides underwent transacetalization with benzotriazoles, leading to N,N-acetals. The Zn(OTf)2 efficiently catalyzed the process, and the reaction is further accelerated in hexafluoroisopropanol, providing a single N1-regiosiomer. The transacetalization conditions developed could be extended to other N-donors, such as 1H-indazole and TMSN3 to afford the corresponding N,N-acetals.

中文翻译:

锌催化 N,O-缩醛与苯并三唑、吲唑和叠氮化物转缩醛为 N,N-缩醛

从ynamides的β-氧化获得的N,O-缩醛与苯并三唑进行转缩醛化,导致N,N-缩醛。Zn(OTf)2 有效地催化了该过程,并且在六氟异丙醇中进一步加速了反应,提供了单一的 N1-区域异构体。所开发的转缩醛化条件可以扩展到其他 N-供体,如 1H-吲唑和 TMSN3,以提供相应的 N,N-缩醛。
更新日期:2020-06-23
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