51534-73-7Relevant articles and documents
Dibromo-BODIPY as an Organic Photocatalyst for Radical-Ionic Sequences
Garciá-Santos, William H.,Ordó?ez-Hernández, Javier,Farfán-Paredes, Mónica,Castro-Cruz, Hiram M.,Maciás-Ruvalcaba, Norma A.,Farfán, Norberto,Cordero-Vargas, Alejandro
, p. 16315 - 16326 (2021/11/18)
A new dibrominated 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) is reported as a new metal-free photocatalyst. This BODIPY showed similar optoelectronic, electrochemical, and performance properties to those of Ru(bpy)3Cl2, one of the most common photocatalysts in a known radical-ionic transformation, such as the formation of 1,4-dicarbonyl compounds. Moreover, additional sequences in which the generated oxonium ion is trapped by an internal nucleophile were developed using this BODIPY photocatalyst. These new sequences allowed the straightforward preparation of ?3-alkoxylactones, monoprotected 1,4-ketoaldehydes, and dihydrofurans. This new catalyst, the methodology, and the forged functional groups could be important tools in organic synthesis.
Visible-Light Photocatalytic Preparation of 1,4-Ketoaldehydes and 1,4-Diketones from α-Bromoketones and Alkyl Enol Ethers
García-Santos, William H.,Mateus-Ruiz, Jeferson B.,Cordero-Vargas, Alejandro
supporting information, p. 4092 - 4096 (2019/06/17)
A Ru2+-photocatalyzed, visible-light-mediated ATRA reaction for the straightforward preparation of 1,4-ketoaldehydes, 1,4-diketones, and 1,4-ketoesters, which are of difficult access by other means, is reported herein. This method employs readily accessible α-bromoketones and alkyl vinyl ethers as starting materials, allowing the construction of secondary, tertiary, and challenging quaternary centers. In addition, the synthetic usefulness of this method is illustrated by applying it to the construction of substituted pyrroles.
Cyclization of unsaturated amides with triflic anhydride and samarium diiodide
McDonald, Chriss E.,Galka, Amy M.,Green, Ahren I.,Keane, Joseph M.,Kowalchick, Jennifer E.,Micklitsch, Christopher M.,Wisnoski, David D.
, p. 163 - 166 (2007/10/03)
A new approach to the generation of acyl radical equivalents has been developed. Treatment of amides with triflic anhydride followed by samarium diiodide allows for cyclization onto appropriately substituted olefins.