Literature DB >> 24684422

The benzoyl peroxide promoted dual C-C bond formation via dual C-H bond cleavage: α-phenanthridinylation of ether by isocyanide.

Lei Wang1, Wanxing Sha, Qiang Dai, Xiaomei Feng, Wenting Wu, Haibo Peng, Bin Chen, Jiang Cheng.   

Abstract

The benzoyl peroxide-promoted α-phenanthridinylation of ether by isocyanide is developed, proceeding through dual C-H bond cleavage and dual C-C bond formation. The procedure tolerates a series of functional groups, such as methyl, fluoro, chloro, acetyl, methoxy carbonyl, cyano, and trifluoromethyl. Thus, it represents a facile pathway leading to 6-substituted phenanthridine derivatives. The addition of radical to the isonitrile followed by a radical aromatic cyclization is involved in this transformation.

Entities:  

Year:  2014        PMID: 24684422     DOI: 10.1021/ol500277u

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

Review 1.  Rearrangements of organic peroxides and related processes.

Authors:  Ivan A Yaremenko; Vera A Vil'; Dmitry V Demchuk; Alexander O Terent'ev
Journal:  Beilstein J Org Chem       Date:  2016-08-03       Impact factor: 2.883

2.  PPh3/NaI driven photocatalytic decarboxylative radical cascade alkylarylation reaction of 2-isocyanobiaryls.

Authors:  Ketan Wadekar; Suraj Aswale; Veera Reddy Yatham
Journal:  RSC Adv       Date:  2020-04-25       Impact factor: 4.036

  2 in total

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