102831-08-3Relevant academic research and scientific papers
Visible-light-induced N-heterocyclic carbene mediated cascade transformation of N-alkenoxypyridinium salts
Chen, Fei,Chen, Xiangyu,Liu, Qiang,Sheng, He,Wang, Zhixiang
supporting information, (2022/02/02)
While N-alkenoxypyridinium salts are widely used for the synthesis of α-functionalized ketones via umpolung strategy, such approaches are usually limited to special nucleophiles at high temperatures. Herein, we developed an alternative photoinduced N-heterocyclic carbene (NHC)- mediated functionalization of N-alkenoxypyridinium salts with various nucleophiles, including tetramethylammonium azide, secondary amines, aryl and alkyl thiols, and even the challenging C(sp3)-nucleophiles, under mild conditions. A cascade radical-radical coupling/nucleophilic substitution sequence was proposed, wherein the NHC enabled the formation of a photoactive electron donor-acceptor complex for α-iodo ketone synthesis.
Studies on the chemistry and reactivity of α-substituted ketones in isonitrile-based multicomponent reactions
Fan, Lijun,Adams, Ashley M.,Polisar, Jason G.,Ganem, Bruce
body text, p. 9720 - 9726 (2009/04/07)
(Chemical Equation Presented) Using the Passerini and Ugi reactions as representative tests, the utility of several α-substituted ketones R-CO-CH2-X (X = sulfonyloxy, acyloxy, azido, halo, hydroxy, and sulfonyl) in isonitrile-based multicompone
