Literature DB >> 12916980

Carbonylative Sonogashira coupling of terminal alkynes with aqueous ammonia.

Mohamed S Mohammed Ahmed1, Atsunori Mori.   

Abstract

[reaction: see text] Carbonylative coupling of phenylethyne with 4-methoxy-1-iodobenzene in the presence of 1 mol % PdCl(2)(PPh(3))(2), 2 equiv of 0.5 M aqueous ammonia, and CO (1 atm) gives the corresponding alpha,beta-alkynyl ketone in 72% isolated yield after stirring at room temperature for 41 h, while noncarbonylative coupling product is not obtained.

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Year:  2003        PMID： 12916980     DOI： 10.1021/ol035007a

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


  9 in total

1.  Facile Access to Sterically Hindered Aryl Ketones via Carbonylative Cross-Coupling: Application to the Total Synthesis of Luteolin.

Authors:  B Michael O'Keefe; Nicholas Simmons; Stephen F Martin
Journal:  Tetrahedron       Date:  2011-06-17       Impact factor: 2.457

2.  Chemical and biological studies of nakiterpiosin and nakiterpiosinone.

Authors:  Shuanhu Gao; Qiaoling Wang; Lily Jun-Shen Huang; Lawrence Lum; Chuo Chen
Journal:  J Am Chem Soc       Date:  2010-01-13       Impact factor: 15.419

3.  Room temperature ICl-induced dehydration/iodination of 1-acyl-5-hydroxy-4,5-dihydro-1H-pyrazoles. a selective route to substituted 1-acyl-4-iodo-1H-pyrazoles.

Authors:  Jesse P Waldo; Saurabh Mehta; Richard C Larock
Journal:  J Org Chem       Date:  2008-07-30       Impact factor: 4.354

4.  Solution phase synthesis of a diverse library of highly substituted isoxazoles.

Authors:  Jesse P Waldo; Saurabh Mehta; Benjamin Neuenswander; Gerald H Lushington; Richard C Larock
Journal:  J Comb Chem       Date:  2008-08-01

5.  The synthesis of highly substituted isoxazoles by electrophilic cyclization: an efficient synthesis of valdecoxib.

Authors:  Jesse P Waldo; Richard C Larock
Journal:  J Org Chem       Date:  2007-11-03       Impact factor: 4.354

6.  Carbonylative cross-coupling of ortho-disubstituted aryl iodides. convenient synthesis of sterically hindered aryl ketones.

Authors:  B Michael O'Keefe; Nicholas Simmons; Stephen F Martin
Journal:  Org Lett       Date:  2008-10-24       Impact factor: 6.005

7.  Palladium-catalyzed carbonylation reactions of aryl bromides at atmospheric pressure: a general system based on Xantphos.

Authors:  Joseph R Martinelli; Donald A Watson; Dominique M M Freckmann; Timothy E Barder; Stephen L Buchwald
Journal:  J Org Chem       Date:  2008-08-23       Impact factor: 4.354

8.  Metal-free synthesis of ynones from acyl chlorides and potassium alkynyltrifluoroborate salts.

Authors:  Cassandra L Taylor; Yuri Bolshan
Journal:  J Vis Exp       Date:  2015-02-24       Impact factor: 1.355

Review 9.  27 Years of Catalytic Carbonylative Coupling Reactions in Hungary (1994-2021).

Authors:  Tímea R Kégl; László T Mika; Tamás Kégl
Journal:  Molecules       Date:  2022-01-11       Impact factor: 4.411
  9 in total

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