Bronsted acid-catalyzed alpha-halogenation of ynamides from halogenated solvents and pyridine-N-oxides

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41

초록

The keteniminium ions generated from the protonation of ynamides formed reversible adducts with counter anions and pyridine-N-oxides as well as halogenated solvents. Above 80 degrees C, the halonium ions selectively undergo a rate-limiting attack by pyridine-N-oxides, leading to (E)-haloenamides in good yields.

키워드

STEREOSELECTIVE CIS-HYDROARYLATIONSITE-SELECTIVE SYNTHESISOXO GOLD CARBENESTRANS-HYDROFLUORINATIONAMIDESCYCLIZATIONGENERATIONREAGENTSALKYNESFUNCTIONALIZATION
제목
Bronsted acid-catalyzed alpha-halogenation of ynamides from halogenated solvents and pyridine-N-oxides
저자
Kim, Seung WooUm, Tae-WoongShin, Seunghoon
DOI
10.1039/c6cc10286g
발행일
2017-03
유형
Article
저널명
Chemical Communications
53
18
페이지
2733 ~ 2736