53503-30-3Relevant articles and documents
Cascade Reaction of α, β-Unsaturated Ketones and 2-Aminoaryl Alcohols for the Synthesis of 3-Acylquinolines by a Copper Nanocatalyst
Liu, Yuan,Wang, Chen,Tong, Yixin,Ling, Yong,Zhou, Changjian,Xiong, Biao
supporting information, p. 4422 - 4429 (2021/08/07)
3-Acylquinolines possess widespread applications in functional chemicals. However, the convenient and selective synthesis of such important substructures has to date remained a challenge. Herein, we report a method to access 3-acylquinolines from α, β-unsaturated ketones and 2-aminoaryl alcohols in one pot with a copper nanocatalyst supported on nitrogen-silica-doped carbon (Cu/N?SiO2?C). Mechanistically, the construction of the product involves a cascade procedure including radical-type oxidation of 2-aminoaryl alcohols, aza-Michael addition and annulation. This developed protocol proceeds with merits of mild reaction conditions, good functional group tolerance, earth-abundant and reusable copper catalyst, easily available stocks and O2 as the sole oxidant, which provides an alternative way for the sustainable synthesis of quinoline derivatives. (Figure presented.).
α,β-Functionalization of saturated ketones with anthranils: Via Cu-catalyzed sequential dehydrogenation/aza-Michael addition/annulation cascade reactions in one-pot
Tiweri, Dipak Kumar,Phanindrudu, Mandalaparthi,Wakade, Sandip Balasaheb,Nanubolu, Jagadeesh Babu,Tiwari, Dharmendra Kumar
supporting information, p. 5302 - 5305 (2017/07/10)
An efficient method to access functionalized quinolines from the readily available saturated ketones and anthranils has been explored. This one-pot cascade reaction involves the in situ generation of α,β-unsaturated ketones by the copper catalysed dehydro
Manganese(III) acetate mediated oxidative radical cyclizations of N -(2-alkenylaryl)-substituted enamines
Tsai, Pei-Ju,Kao, Chih-Bo,Chiow, Wan-Ru,Chuang, Che-Ping
, p. 175 - 182 (2014/03/21)
A method has been developed for the synthesis of highly functionalized quinolines from readily available N-(2-alkenylaryl)-substituted enamines via a 6-exo-trig radical cyclization of an imine radical. Several useful functional groups including morpholinocarbonyl, benzoyl, and cyano, are compatible with the reaction conditions. Under the Mn(II)/Co(II)/O2 redox system, these N-(2-alkenylaryl)enamines were also converted into the corresponding quinolines effectively. This strategy was further applied to related 1,4-naphthoquinone derivatives, and benzo[b]acridine-6,11-diones were formed in good yields.