Redefining N-Bromosuccinimide: Chemistry Beyond Allylic Bromination

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초록

Bromination or subsequent reactions followed by bromination have become easier and more convenient after the invention of N-bromoamides. As a brominating agent, molecular bromine has limitations like decomposition, volatility, high reactivity, and toxicity. Hence, N-bromoamides have emerged as a widely used laboratory reagent for bromination. Among the other N-bromoamides, N-bromosuccinimide (also called NBS) is the most commonly used laboratory reagent. Apart from its most common use in allylic/benzylic bromination and as an electrophilic brominating agent, this reagent has paved its way through various rearrangements, hydrolysis, multicomponent reaction, C & horbar;C bond cleavage of beta-keto amides, benzylic bromination, stereoselective synthesis, oxidation, catalysis, aromatization, and one-pot tandem reaction. The present review will highlight applications of NBS in organic chemistry apart from bromination. It will focus on how this reagent facilitates various chemical transformations, thereby proving its versatility beyond a mere brominating agent.

키워드

aromatization; catalysis; cyclization; hydrolysis; multicomponent reaction; NBS; oxidation; rearrangement reaction; ONE-POT SYNTHESIS; IR(III) CATALYZED OXIDATION; METAL-FREE SYNTHESIS; RING-EXPANSION CASCADE; CARBONYL-COMPOUNDS; BETA-CYCLODEXTRIN; STEREOSELECTIVE-SYNTHESIS; SELECTIVE OXIDATION; ENANTIOSELECTIVE SYNTHESIS; SECONDARY ALCOHOLS
제목
Redefining N-Bromosuccinimide: Chemistry Beyond Allylic Bromination
저자
Pooja; Ghatak, Trisha; Ankita; Althagafi, Ismail; Yadav, Dharmendra Kumar; Pratap, Ramendra
DOI
10.1002/asia.70859
발행일
2026-07
유형
Review
저널명
Chemistry - An Asian Journal
권
21
호
14