19964-97-7Relevant articles and documents
A CONVENIENT SYNTHESIS OF N-BROMOACETAMIDES BY USE OF SODIUM BROMITE
Kajigaeshi, Shoji,Nakagawa, Takashi,Fujisari, Shizuo
, p. 2045 - 2046 (1984)
Reaction of aliphatic and aromatic amides in acetic acid with aqueous sodium bromite (NaBrO2) under mild conditions gave N-bromoamides in fairly good yields.
Site-selective aliphatic C-H bromination using N -bromoamides and visible light
Schmidt, Valerie A.,Quinn, Ryan K.,Brusoe, Andrew T.,Alexanian, Erik J.
supporting information, p. 14389 - 14392 (2014/12/10)
Transformations that selectively functionalize aliphatic C-H bonds hold significant promise to streamline complex molecule synthesis. Despite the potential for site-selective C-H functionalization, few intermolecular processes of preparative value exist. Herein, we report an approach to unactivated, aliphatic C-H bromination using readily available N-bromoamide reagents and visible light. These halogenations proceed in useful chemical yields, with substrate as the limiting reagent. The site selectivities of these radical-mediated C-H functionalizations are comparable (or superior) to the most selective intermolecular C-H functionalizations known. With the broad utility of alkyl bromides as synthetic intermediates, this convenient approach will find general use in chemical synthesis.
Organic Synthesis Using Sodium Bromate. II. A Facile Synthesis of N-Bromo Imides and Amides Using Sodium Bromate and Hydrobromic Acid (or Sodium Bromide) in the Presence of Sulfuric Acid
Fujisaki, Shizuo,Hamura, Satoshi,Eguchi, Hisao,Nishida, Akiko
, p. 2426 - 2428 (2007/10/02)
The reaction of imides and amides in water (or aqueous acetic acid) with sodium bromate and hydrobromic acid (or sodium bromide) in the presence of sulfuric acid under mild conditions gave the corresponding N-bromides in high yields.
