Literature DB >> 24926109

A novel route to organonitrites by Pd-catalyzed cross-coupling of sodium nitrite and potassium organotrifluoroborates.

Mohammad Al-Masum1, Nabil Saleh1, Tasfia Islam1.   

Abstract

Microwave irradiated palladium-catalyzed cross-coupling reaction of potassium styryltrifluoroborates and sodium nitrite gives the corresponding styryl nitrites in high yields. Potassium aryltrifluoroborates also furnish aryl nitrites under same reaction condition. This unprecedented cross-coupling is an interesting development and has the potential to lead to new nitration protocols.

Entities:  

Keywords:  Microwave; Organonitrites; Organotrifluoroborates; Sodium nitrite in cross-coupling

Year:  2013        PMID： 24926109      PMCID： PMC4051233          DOI： 10.1016/j.tetlet.2012.12.047

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  7 in total

1.  Synthesis and Reactivity of sp(3)-Geminated Organodimetallics.

Authors:  Ilane Marek; Jean-F. Normant
Journal:  Chem Rev       Date:  1996-12-19       Impact factor: 60.622

2.  Microwave-enhanced palladium-catalyzed cross-coupling reactions of potassium vinyltrifluoroborates and allyl acetates: a new route to 1,4-pentadienes.

Authors:  George W Kabalka; Mohammad Al-Masum
Journal:  Org Lett       Date:  2006-01-05       Impact factor: 6.005

3.  Organotrifluoroborates: protected boronic acids that expand the versatility of the Suzuki coupling reaction.

Authors:  Gary A Molander; Noel Ellis
Journal:  Acc Chem Res       Date:  2007-01-26       Impact factor: 22.384

Review 4.  Potassium organotrifluoroborates: new perspectives in organic synthesis.

Authors:  Sylvain Darses; Jean-Pierre Genet
Journal:  Chem Rev       Date:  2007-12-21       Impact factor: 60.622

5.  Palladium-catalyzed coupling of allylboronic acids with iodobenzenes. Selective formation of the branched allylic product in the absence of directing groups.

Authors:  Sara Sebelius; Vilhelm J Olsson; Olov A Wallner; Kalman J Szabó
Journal:  J Am Chem Soc       Date:  2006-06-28       Impact factor: 15.419

6.  Synthesis of functionalized organotrifluoroborates via halomethyltrifluoroborates.

Authors:  Gary A Molander; Jungyeob Ham
Journal:  Org Lett       Date:  2006-05-11       Impact factor: 6.005

7.  Pd-catalyzed conversion of aryl chlorides, triflates, and nonaflates to nitroaromatics.

Authors:  Brett P Fors; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2009-09-16       Impact factor: 15.419
  7 in total
  1 in total

1.  Catalyst free, base free microwave irradiated synthesis of aryl nitrites from potassium aryltrifluoroborates and bismuth nitrate.

Authors:  Mohammad Al-Masum; Rebecca L Welch
Journal:  Tetrahedron Lett       Date:  2014-03-05       Impact factor: 2.415
  1 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.