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3-(2-苯并呋喃基)-和 3,6-双(2-苯并呋喃基)咔唑衍生物的新颖简便合成方法。

A novel and facile synthesis of 3-(2-benzofuroyl)- and 3,6-bis(2-benzofuroyl)carbazole derivatives.

机构信息

Institute of Superfine Chemicals, Bohai University, Jinzhou 121000, China.

出版信息

Beilstein J Org Chem. 2011;7:1533-40. doi: 10.3762/bjoc.7.180. Epub 2011 Nov 17.

DOI:10.3762/bjoc.7.180
PMID:22238529
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3252855/
Abstract

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.

摘要

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。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1206/3252855/1edac4a82459/Beilstein_J_Org_Chem-07-1533-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1206/3252855/fa0cfe995204/Beilstein_J_Org_Chem-07-1533-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1206/3252855/1edac4a82459/Beilstein_J_Org_Chem-07-1533-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1206/3252855/fa0cfe995204/Beilstein_J_Org_Chem-07-1533-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1206/3252855/1edac4a82459/Beilstein_J_Org_Chem-07-1533-g003.jpg

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