Zinc-Catalyzed Transacetalization of N, O -Acetals into N, N -Acetals with Benzotriazoles, Indazoles, and Azides
- Authors
- Shin, Sang Ik; Nguyen, Nguyen H.; Im, Jangbin; Shin, Seunghoon
- Issue Date
- Mar-2021
- Publisher
- GEORG THIEME VERLAG KG
- Keywords
- Zn catalysis; transacetalization; N; N; -acetal; ynamide; benzotriazole
- Citation
- SYNLETT, v.32, no.05, pp.521 - 524
- Indexed
- SCIE
SCOPUS
- Journal Title
- SYNLETT
- Volume
- 32
- Number
- 05
- Start Page
- 521
- End Page
- 524
- URI
- https://scholarworks.bwise.kr/hanyang/handle/2021.sw.hanyang/142233
- DOI
- 10.1055/s-0040-1707161
- ISSN
- 0936-5214
- Abstract
- N , O -Acetals obtained from beta-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 1 H -indazole and TMSN (3) to afford the corresponding N , N -acetals.
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