Literature DB >> 25316145

Synthesis of nitriles via palladium-catalyzed water shuffling from amides to acetonitrile.

Wandi Zhang1, Christopher W Haskins, Yang Yang, Mingji Dai.   

Abstract

Palladium-catalyzed synthesis of nitriles from amides has been described. Two similar, but complementary reaction conditions have been identified to convert various amides including α,β,γ,δ-unsaturated amides, cinnamides, aromatic amides and alkyl amides to the corresponding nitriles in good to excellent yield.

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Year:  2014        PMID： 25316145      PMCID： PMC4213294          DOI： 10.1039/c4ob01825g

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  21 in total

1.  Conversion of Primary Amides to Nitriles by Aldehyde-Catalyzed Water Transfer.

Authors:  Marie-Pierre Heck; Alain Wagner; Charles Mioskowski
Journal:  J Org Chem       Date:  1996-09-20       Impact factor: 4.354

2.  Iron-facilitated direct oxidative C-H transformation of allylarenes or alkenes to alkenyl nitriles.

Authors:  Chong Qin; Ning Jiao
Journal:  J Am Chem Soc       Date:  2010-10-26       Impact factor: 15.419

3.  Zirconium-mediated conversion of amides to nitriles: a surprising additive effect.

Authors:  Rebecca T Ruck; Robert G Bergman
Journal:  Angew Chem Int Ed Engl       Date:  2004-10-11       Impact factor: 15.336

4.  Supported monomeric vanadium catalyst for dehydration of amides to form nitriles.

Authors:  Shoichiro Sueoka; Takato Mitsudome; Tomoo Mizugaki; Koichiro Jitsukawa; Kiyotomi Kaneda
Journal:  Chem Commun (Camb)       Date:  2010-09-28       Impact factor: 6.222

5.  An efficient zinc-catalyzed dehydration of primary amides to nitriles.

Authors:  Stephan Enthaler; Shigeyoshi Inoue
Journal:  Chem Asian J       Date:  2011-09-29

6.  The preparation of nitriles.

Authors:  D T MOWRY
Journal:  Chem Rev       Date:  1948-04       Impact factor: 60.622

7.  Straightforward uranium-catalyzed dehydration of primary amides to nitriles.

Authors:  Stephan Enthaler
Journal:  Chemistry       Date:  2011-07-04       Impact factor: 5.236

8.  Rhodium-catalyzed directed C-H cyanation of arenes with N-cyano-N-phenyl-p-toluenesulfonamide.

Authors:  Tian-Jun Gong; Bin Xiao; Wan-Min Cheng; Wei Su; Jun Xu; Zhao-Jing Liu; Lei Liu; Yao Fu
Journal:  J Am Chem Soc       Date:  2013-07-12       Impact factor: 15.419

9.  The total synthesis of the Galbulimima alkaloid GB 13.

Authors:  Lewis N Mander; Matthew M McLachlan
Journal:  J Am Chem Soc       Date:  2003-03-05       Impact factor: 15.419

Review 10.  Recent developments and perspectives in palladium-catalyzed cyanation of aryl halides: synthesis of benzonitriles.

Authors:  Pazhamalai Anbarasan; Thomas Schareina; Matthias Beller
Journal:  Chem Soc Rev       Date:  2011-04-28       Impact factor: 54.564
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  1 in total

1.  Development and Utilization of a Palladium-Catalyzed Dehydration of Primary Amides To Form Nitriles.

Authors:  Mohammed H Al-Huniti; José Rivera-Chávez; Katsuya L Colón; Jarrod L Stanley; Joanna E Burdette; Cedric J Pearce; Nicholas H Oberlies; Mitchell P Croatt
Journal:  Org Lett       Date:  2018-09-17       Impact factor: 6.005
  1 in total

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