Literature DB >> 21677988

UV promoted phenanthridine syntheses from oxime carbonate derived iminyl radicals.

Roy T McBurney1, Alexandra M Z Slawin, Laura A Smart, Yanping Yu, John C Walton.   

Abstract

Oxime carbonates were found to be excellent precursors for the clean and direct generation of iminyl radicals under UV irradiation. Suitably functionalised iminyls underwent cyclisations yielding various phenanthridines and also substituted quinolines and isoquinolines. EPR and X-ray analyses of oxime carbonates provided insight into the mechanism.

Entities:  

Year:  2011        PMID： 21677988     DOI： 10.1039/c1cc12720a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  9 in total

1.  Catalytic Oxidative Cyclization of 2'-Arylbenzaldehyde Oxime Ethers under Photoinduced Electron Transfer Conditions.

Authors:  Julie L Hofstra; Brittany R Grassbaugh; Quan M Tran; Nicholas R Armada; H J Peter de Lijser
Journal:  J Org Chem       Date:  2014-12-09       Impact factor: 4.354

Review 2.  Come-back of phenanthridine and phenanthridinium derivatives in the 21st century.

Authors:  Lidija-Marija Tumir; Marijana Radić Stojković; Ivo Piantanida
Journal:  Beilstein J Org Chem       Date:  2014-12-10       Impact factor: 2.883

Review 3.  Recent applications of Rose Bengal catalysis in N-heterocycles: a short review.

Authors:  Arjita Srivastava; Pravin K Singh; Akram Ali; Praveen P Singh; Vishal Srivastava
Journal:  RSC Adv       Date:  2020-10-28       Impact factor: 4.036

4.  Dissociation or cyclization: options for a triad of radicals released from oxime carbamates.

Authors:  Roy T McBurney; John C Walton
Journal:  J Am Chem Soc       Date:  2013-05-01       Impact factor: 15.419

5.  Interplay of ortho- with spiro-cyclisation during iminyl radical closures onto arenes and heteroarenes.

Authors:  Roy T McBurney; John C Walton
Journal:  Beilstein J Org Chem       Date:  2013-06-04       Impact factor: 2.883

6.  Synthesis of phenanthridines via palladium-catalyzed picolinamide-directed sequential C-H functionalization.

Authors:  Ryan Pearson; Shuyu Zhang; Gang He; Nicola Edwards; Gong Chen
Journal:  Beilstein J Org Chem       Date:  2013-05-08       Impact factor: 2.883

7.  Copper-catalyzed aerobic radical C-C bond cleavage of N-H ketimines.

Authors:  Ya Lin Tnay; Gim Yean Ang; Shunsuke Chiba
Journal:  Beilstein J Org Chem       Date:  2015-10-19       Impact factor: 2.883

8.  The oxime portmanteau motif: released heteroradicals undergo incisive EPR interrogation and deliver diverse heterocycles.

Authors:  John C Walton
Journal:  Acc Chem Res       Date:  2014-03-21       Impact factor: 22.384

9.  Pivalophenone imine as a benzonitrile surrogate for directed C-H bond functionalization.

Authors:  Wengang Xu; Naohiko Yoshikai
Journal:  Chem Sci       Date:  2017-05-30       Impact factor: 9.825
  9 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.