An Xiao-De, Yu Shouyun
State Key Laboratory of Analytical Chemistry for Life Science, School of Chemistry and Chemical Engineering, Nanjing University, 22 Hankou Road, Nanjing 210093, China.
Org Lett. 2015 Jun 5;17(11):2692-5. doi: 10.1021/acs.orglett.5b01096. Epub 2015 May 12.
A one-pot synthesis of phenanthridines and quinolines from commercially available or easily prepared aldehydes has been reported. O-(4-Cyanobenzoyl)hydroxylamine was utilized as the nitrogen source to generate O-acyl oximes in situ with aldehydes catalyzed by Brønsted acid. O-Acyl oximes were then subjected to visible light photoredox catalyzed cyclization via iminyl radicals to furnish aza-arenes. A variety of phenanthridines and quinolines have been prepared assisted by Brønsted acid and photocatalyst under visible light at room temperature with satisfactory yields.
据报道，可从市售或易于制备的醛一锅法合成菲啶和喹啉。使用O-(4-氰基苯甲酰基)羟胺作为氮源，在布朗斯特酸催化下与醛原位生成O-酰基肟。然后，O-酰基肟通过亚胺基自由基进行可见光光氧化还原催化环化，以提供氮杂芳烃。在布朗斯特酸和光催化剂的辅助下，在室温可见光条件下制备了多种菲啶和喹啉，产率令人满意。
