Institute of Superfine Chemicals, Bohai University, Jinzhou 121000, China.
Beilstein J Org Chem. 2011;7:1533-40. doi: 10.3762/bjoc.7.180. Epub 2011 Nov 17.
A facile synthesis of hitherto unreported 3-(2-benzofuroyl)carbazoles 3a-k, 3,6-bis(2-benzofuroyl)carbazoles 5a-k, and naphtho[2,1-b]furoylcarbazoles 3l and 5l is described. The synthesis mainly relies on the ultrasound-assisted Rap-Stoermer reaction of 3-chloroacetyl- (1) or 3,6-dichloroacetyl-9-ethyl-9H-carbazole (4) with various salicylaldehydes 2a-k as well as 2-hydroxy-1-naphthaldehyde (2l) in CH(3)CN with the presence of PEG-400 as catalyst. The procedure offers easy access to benzofuroylcarbazoles in short reaction times and the products are obtained in moderate to good yields.
一种简便的合成方法,用于合成迄今未报道的 3-(2-苯并呋喃基)咔唑 3a-k、3,6-双(2-苯并呋喃基)咔唑 5a-k 以及萘并[2,1-b]呋喃基咔唑 3l 和 5l。该合成主要依赖于超声辅助的 Rap-Stoermer 反应,该反应使用 3-氯乙酰基-(1)或 3,6-二氯乙酰基-9-乙基-9H-咔唑(4)与各种水杨醛 2a-k 以及 2-羟基-1-萘醛(2l)在 CH(3)CN 中进行,同时使用 PEG-400 作为催化剂。该方法可以在短反应时间内轻松获得苯并呋喃基咔唑,并且以中等至良好的产率获得产物。