Metal-free oxidative cascade cyclization of isocyanides with thiols: a new pathway for constructing 6-aryl(alkyl)thiophenanthridines. Issue 22 (1st June 2016)

• Record Type: Journal Article
• Authors: Yang, Ziqi; Song, Xiangyang; Wei, Zhonglin; Cao, Jungang; Liang, Dapeng; Duan, Haifeng; Lin, Yingjie
• Is Part Of: Tetrahedron letters. Volume 57:Issue 22(2016)
• Page Start: 2410
• Page End: 2413
• Publication Date: 2016-06-01
• Subjects: Metal-free -- Isocyanobiaryls insertion -- Oxidative cascade cyclization -- 6-Aryl(alkyl)thiophenanthridines; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2016.04.067
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: A metal-free pathway for forming 6-aryl(alkyl)thiophenanthridines is developed. This pathway is characterized by SH bond cleavage, then CS/CC bond formation. This reaction is suitable for a wide scope of substrates. Abstract: A metal-free pathway for constructing 6-aryl(alkyl)thiophenanthridines through oxidative cascade cyclization of isocyanides with thiols is developed. This pathway is characterized by SH bond cleavage of commercially available thiols, and subsequent CS/CC bond formation, which is suitable for a wide scope of substrates and by which a variety of 6-aryl(alkyl)thiophenanthridines could be synthesized in good to excellent yields.