- The synthetic protocol for α-bromocarbonyl compounds via brominations
-
α-Bromocarbonyl compound easily generates α-radicals in the presence of a proper initiator, such as copper salt. Recently, tertiary-alkylation reaction using α-bromocarbonyl compound as a tertiary alkyl source is recognized as one of the most important alkylation reactions. The reactions using α-bromocarbonyl compound are increasing, whereas synthetic methods for various functionalized α-bromocarbonyl compounds are not summarized. Generally, α-bromocarbonyl compounds can be synthesized from the corresponding carboxylic acids via α-bromo acid bromide, but the brominations of carboxylic acids are sometimes problematic. In this paper, we will report some technical information for a bromination and synthetic examples of representative α-bromocarbonyl compounds.
- Murata, Yumi,Takeuchi, Kentaro,Nishikata, Takashi
-
-
Read Online
- Iron-Catalyzed 1,4-Phenyl Migration/Ring Expansion of α-Azido N-Phenyl Amides
-
Herein, we report a novel iron-catalyzed skeleton rearrangement of alkyl azides. Upon treatment with FeCl2 and N-heterocyclic carbene SIPr·HCl in the presence of H2O and Et3N, 2-azido-N,N-diphenylamides underwent 1,4-phenyl migration and ring expansion to give azepin-2-ones in good yield. The reaction proceeds via intramolecular nitrene cycloaddition followed by C-N cleavage, water addition, and electrocyclic ring opening.
- Wei, Kaijie,Liang, Siyu,Yang, Tonghao,Yu, Wei
-
supporting information
p. 8650 - 8654
(2021/11/13)
-