Literature DB >> 28661155

Transition-Metal-Free N-O Reduction of Oximes: A Modular Synthesis of Fluorinated Pyridines.

Huawen Huang1, Jinhui Cai1, Hao Xie1, Jing Tan1, Feifei Li1, Guo-Jun Deng1.   

Abstract

An NH4I-based reductive system has been explored to promote the oxime N-O bond cleavage and thereby enable a modular synthesis of a broad range of pharmacologically significant fluorinated pyridines. Compared with traditional condensation methods for pyridine assembly, this protocol was found to be highly regio- and chemoselective and presented broad functional group tolerance.

Entities:  

Year:  2017        PMID: 28661155     DOI: 10.1021/acs.orglett.7b01564

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


  3 in total

1.  Switching the Regioselectivity Access to Pyrroles and Isoquinolines from Ketoxime Acetates and Ynals.

Authors:  Tanggao Liu; Fan Xu; Xiaojuan Liu; Zhiqing Huang; Lipeng Long; Guohai Xu; Hong Xiao; Zhengwang Chen
Journal:  ACS Omega       Date:  2020-11-23

2.  Iodine-mediated formal [3 + 2] annulation for synthesis of furocoumarin from oxime esters.

Authors:  Quyen T Pham; Phong Q Le; Ha V Dang; Hiep Q Ha; Huong T D Nguyen; Thanh Truong; Tri Minh Le
Journal:  RSC Adv       Date:  2020-12-16       Impact factor: 4.036

3.  Practical Synthesis of α-Trifluoromethylated Pyridines Based on Regioselective Cobalt-Catalyzed [2+2+2] Cycloaddition using Trifluoromethylated Diynes with Nitriles.

Authors:  Tatsuya Kumon; Shigeyuki Yamada; Tomohiro Agou; Hiroki Fukumoto; Toshio Kubota; Gerald B Hammond; Tsutomu Konno
Journal:  Adv Synth Catal       Date:  2021-01-22       Impact factor: 5.837

  3 in total

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