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

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초록

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.

키워드

Zn catalysis; transacetalization; N; N; -acetal; ynamide; benzotriazole; azide; benzotriazole derivative; indazole derivative; n,n acetal derivative; n,o acetal derivative; unclassified drug; zinc; Article; catalysis; chemical analysis; chemical modification; chemical reaction; chemical structure; concentration (parameter); oxidation; process optimization; temperature measurement; transacetalization
제목
Zinc-Catalyzed Transacetalization of N, O -Acetals into N, N -Acetals with Benzotriazoles, Indazoles, and Azides
저자
Shin, Sang Ik; Nguyen, Nguyen H.; Im, Jangbin; Shin, Seunghoon
DOI
10.1055/s-0040-1707161
발행일
2021-03
유형
Article
저널명
Synlett
권
32
호
05
페이지
521 ~ 524