Literature DB >> 17892299

Pd-catalyzed, Cu(I)-mediated cross-couplings of bisarylthiocyclobutenediones with boronic acids and organostannanes.

Angélica Aguilar-Aguilar1, Lanny S Liebeskind, Eduardo Peña-Cabrera.   

Abstract

Bisarylthiocyclobutenedione 7 reacted smoothly with a variety of both organostannanes and (hetero)arylboronic acids in the presence of a catalytic amount of Pd and a stoichiometric amount of CuTC to produce symmetrical disubstituted cyclobutenediones in yields that range from 37 to 94% (18 examples).

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Year:  2007        PMID： 17892299      PMCID： PMC2708074          DOI： 10.1021/jo701331m

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


  18 in total

1.  Switchable catalysis: modular synthesis of functionalized Pyrimidinones via selective sulfide and halide cross-coupling chemistry.

Authors:  Carrie Kusturin; Lanny S Liebeskind; Hayat Rahman; Kirby Sample; Barbara Schweitzer; Jiri Srogl; William L Neumann
Journal:  Org Lett       Date:  2003-11-13       Impact factor: 6.005

2.  Nonbasic, room temperature, palladium-catalyzed coupling of aryl and alkenyl iodides with boronic acids mediated by copper(I) thiophene-2-carboxylate (CuTC).

Authors:  C Savarin; L S Liebeskind
Journal:  Org Lett       Date:  2001-07-12       Impact factor: 6.005

3.  Substituted alkyne synthesis under nonbasic conditions: copper carboxylate-mediated, palladium-catalyzed thioalkyne-boronic acid cross-coupling.

Authors:  C Savarin; J Srogl; L S Liebeskind
Journal:  Org Lett       Date:  2001-01-11       Impact factor: 6.005

4.  3-Cyclobutenyl-1,2-dione-substituted porphyrins. A general and efficient entry to porphyrin-quinone and quinone-porphyrin-quinone architectures.

Authors:  X Shi; S R Amin; L S Liebeskind
Journal:  J Org Chem       Date:  2000-03-24       Impact factor: 4.354

5.  3-Cyclobutenyl-1,2-dione-substituted porphyrins. 2. A simple and general entry to quinone-porphyrin-porphyrin-quinone tetrads and related molecules.

Authors:  X Shi; L S Liebeskind
Journal:  J Org Chem       Date:  2000-03-24       Impact factor: 4.354

6.  Three-component coupling via the squarate ester cascade as a concise route to the bioactive triquinane sesquiterpene hypnophilin.

Authors:  Feng Geng; Jian Liu; Leo A Paquette
Journal:  Org Lett       Date:  2002-01-10       Impact factor: 6.005

7.  Squaric acid ester-based total synthesis of echinochrome A.

Authors:  Eduardo Peña-Cabrera; Lanny S Liebeskind
Journal:  J Org Chem       Date:  2002-03-08       Impact factor: 4.354

8.  A new catalytic cross-coupling approach for the synthesis of protected aryl and heteroaryl amidines.

Authors:  Carrie L Kusturin; Lanny S Liebeskind; William L Neumann
Journal:  Org Lett       Date:  2002-03-21       Impact factor: 6.005

9.  Facile and selective deallylation of allyl ethers using diphosphinidenecyclobutene-coordinated palladium catalysts.

Authors:  Hiromi Murakami; Tatsuya Minami; Fumiyuki Ozawa
Journal:  J Org Chem       Date:  2004-06-25       Impact factor: 4.354

10.  Copper(I)-promoted palladium-catalyzed cross-coupling of unsaturated tri-n-butylstannane with heteroaromatic thioether.

Authors:  France-Aimée Alphonse; Franck Suzenet; Anne Keromnes; Bruno Lebret; Gérald Guillaumet
Journal:  Org Lett       Date:  2003-03-20       Impact factor: 6.005
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  2 in total

1.  Synthesis and characterization of cyclobutenedione-bithiophene π-conjugated polymers: acetal-protecting strategy for Kumada-Tamao-Corriu coupling polymerization between aryl bromide and Grignard reagents.

Authors:  Tomoyuki Ohishi; Takuma Sone; Kohei Oda; Akihiro Yokoyama
Journal:  RSC Adv       Date:  2019-12-11       Impact factor: 4.036

2.  Silver Catalyzed Decarbonylative [3 + 2] Cycloaddition of Cyclobutenediones and Formamides.

Authors:  Pengcheng Wang; Ruirui Yu; Sajjad Ali; Zhengshen Wang; Zhigang Liu; Jinming Gao; Huaiji Zheng
Journal:  Molecules       Date:  2021-05-17       Impact factor: 4.411
  2 in total

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