A convenient and efficient process for the synthesis of 9‐aryl‐6, 9‐dihydro‐1H‐pyrazolo[3, 4‐f] quinoline‐8‐carbonitrile and 1‐aryl‐1, 4‐ dihydrobenzo[f]quinoline‐2‐carbonitrile derivatives. (18th November 2021)

• Record Type: Journal Article
• Authors: Zhang, Wen‐Ting; Niu, Fu‐Xiang; Yue, Rui‐Xue; Zhang, Yi; Ma, Chen; Sun, Jian; Rong, Liangce
• Is Part Of: Journal of heterocyclic chemistry. Volume 59:Number 3(2022)
• Page Start: 543
• Page End: 554
• Publication Date: 2021-11-18
• Subjects: Heterocyclic compounds -- Periodicals; 547.59
• DOI: 10.1002/jhet.4400
• Languages: English
• ISSNs: 0022-152X

Abstract

Abstract: A simple and convenient one‐pot three‐component reactions for the synthesis of 9‐aryl‐6, 9‐dihydro‐1 H ‐pyrazolo[3, 4‐ f ]quinoline‐8‐carbonitrile from the reactions of aromatic aldehydes, 1 H ‐indazol‐6‐amine, and 3‐cyanoacetyl indole (aroylacetonitrile) has been reported. Meanwhile, 1‐aryl‐1, 4‐dihydrobenzo[ f ]quinoline‐2‐carbonitrile has been accomplished by the reaction of various aromatic aldehydes, 2‐naphthylamine and 3‐cyanoacetyl indole in acetonitrile under 80°C. The advantages of this approach are mild reaction conditions, easy work‐up, and high yields. Abstract : A simple and convenient one‐pot three‐component reactions for the synthesis of 9‐aryl‐6, 9‐dihydro‐1 H ‐pyrazolo[3, 4‐ f ]quinoline‐8‐carbonitrile from the reactions of aromatic aldehydes, 1 H ‐indazol‐6‐amine and 3‐cyanoacetyl indole (aroylacetonitrile) has been reported. Meanwhile, 1‐aryl‐1, 4‐dihydrobenzo[ f ]quinoline‐2‐carbonitrile has been accomplished by the reaction of various aromatic aldehydes, 2‐naphthylamine and 3‐cyanoacetyl indole in acetonitrile under 80°C. The advantages of this approach are mild reaction conditions, easy work‐up, and high yields.