Literature DB >> 14629171

Radical azidonation of aldehydes.

Lavinia Marinescu1, Jacob Thinggaard, Ib B Thomsen, Mikael Bols.   

Abstract

Aliphatic and aromatic aldehydes can be converted to acyl azides by treatment with iodine azide at 0-25 degrees C. If the reaction is performed at reflux Curtius rearrangement occurs and carbamoyl azides are obtained in 70-97% yield from the aldehyde. The reaction was shown to have a radical mechanism.

Entities:  

Year:  2003        PMID： 14629171     DOI： 10.1021/jo035163v

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  8 in total

1.  An Overview of Stereoselective Synthesis of α-Aminophosphonic Acids and Derivatives.

Authors:  Mario Ordóñez; Haydée Rojas-Cabrera; Carlos Cativiela
Journal:  Tetrahedron       Date:  2009-01-03       Impact factor: 2.457

2.  Recent Progress on the Stereoselective Synthesis of Cyclic Quaternary alpha-Amino Acids.

Authors:  Carlos Cativiela; Mario Ordóñez
Journal:  Tetrahedron Asymmetry       Date:  2009-01-30

3.  Controlling hazardous chemicals in microreactors: synthesis with iodine azide.

Authors:  Johan C Brandt; Thomas Wirth
Journal:  Beilstein J Org Chem       Date:  2009-06-12       Impact factor: 2.883

4.  A short synthesis of ±-cherylline dimethyl ether.

Authors:  Bhima Y Kale; Ananta D Shinde; Swapnil S Sonar; Bapurao B Shingate; Sanjeev Kumar; Samir Ghosh; Soodamani Venugopal; Murlidhar S Shingare
Journal:  Beilstein J Org Chem       Date:  2009-12-16       Impact factor: 2.883

Review 5.  The Curtius rearrangement: mechanistic insight and recent applications in natural product syntheses.

Authors:  Arun K Ghosh; Anindya Sarkar; Margherita Brindisi
Journal:  Org Biomol Chem       Date:  2018-02-26       Impact factor: 3.876

Review 6.  Methods for direct C(sp2)-H bonds azidation.

Authors:  Ying Liu; Abdol Ghaffar Ebadi; Leila Youseftabar-Miri; Akbar Hassanpour; Esmail Vessally
Journal:  RSC Adv       Date:  2019-08-13       Impact factor: 4.036

7.  Phenyl 1,2,3-triazole-thymidine ligands stabilize G-quadruplex DNA, inhibit DNA synthesis and potentially reduce tumor cell proliferation over 3'-azido deoxythymidine.

Authors:  Jerald Mahesh Kumar; Mohammed M Idris; Gunda Srinivas; Pallerla Vinay Kumar; Vuppalapaty Meghah; Mitta Kavitha; Chada Raji Reddy; Prathama S Mainkar; Biswajit Pal; Srivari Chandrasekar; Narayana Nagesh
Journal:  PLoS One       Date:  2013-08-19       Impact factor: 3.240

8.  One-pot sequential synthesis of isocyanates and urea derivatives via a microwave-assisted Staudinger-aza-Wittig reaction.

Authors:  Diego Carnaroglio; Katia Martina; Giovanni Palmisano; Andrea Penoni; Claudia Domini; Giancarlo Cravotto
Journal:  Beilstein J Org Chem       Date:  2013-11-06       Impact factor: 2.883
  8 in total

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