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Zinc-Catalyzed Transacetalization of N, O -Acetals into N, N -Acetals with Benzotriazoles, Indazoles, and Azides

Authors
Shin, Sang IkNguyen, Nguyen H.Im, JangbinShin, 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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