Low-Valent Titanium Reagent-Promoted Intramolecular Reductive Coupling Reactions of Ketomalononitriles: A Facile Synthesis of Benzo[4,5]indene, Acridine and Quinoline Derivatives

Daqing Shi; Liangce Rong; Chunling Shi; Qiya Zhuang; Xiangshan Wang; Shujiang Tu; Hongwen Hu

doi:10.1055/s-2005-861820

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Synthesis 2005(5): 717-724
DOI: 10.1055/s-2005-861820

PAPER

Low-Valent Titanium Reagent-Promoted Intramolecular Reductive Coupling Reactions of Ketomalononitriles: A Facile Synthesis of Benzo[4,5]indene, Acridine and Quinoline Derivatives

Daqing Shi*^a-c, Liangce Rong^a, Chunling Shi^a, Qiya Zhuang^a,b, Xiangshan Wang^a,b, Shujiang Tu^a,b, Hongwen Hu^c
^a Department of Chemistry, Xuzhou Normal University, Xuzhou 221116, P. R. China
^b The Key Laboratory of Biotechnology for Medical Plants of Jiangsu Province, Xuzhou 221116, P. R. China
^c Department of Chemistry, Nanjing University, Nanjing 210093, P. R. China
Fax: +86(516)3403164; e-Mail: dqshi@263.net;

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Publication History

Received 3 September 2004
Publication Date:
09 February 2005 (online)

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Abstract

The intramolecular reductive coupling reactions of ketomalononitriles induced by a low-valent titanium reagent were studied. Benzo[4,5]indene, acridine and quinoline derivatives are prepared in good yields under neutral and mild conditions.

Key words

low-valent titanium - benzo[4,5]indene - acridine - quinoline

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