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Palladium-catalyzed sonogashira and hiyama reactions using phosphine-free hydrazone ligands.
J Org Chem. 2006 Dec 08; 71(25):9499-502.JO

Abstract

Palladium/copper-catalyzed Sonogashira cross-coupling reaction of aryl halides with a variety of terminal alkynes under amine-free conditions in dimethylformamide (DMF) at 80 degrees C gave internal arylated alkynes using PdCl2(MeCN)2 with phosphine-free hydrazone 2a as a ligand and CuI as the cocatalyst in good yields. We also found PdCl2/hydrazone ligand 1d in PhMe at 80 degrees C was a phosphine-free efficient catalyst system for a Hiyama cross-coupling reaction of aryl bromides with aryl(trialkoxy)silanes in good yields.

Authors+Show Affiliations

Department of Applied Chemistry and Biotechnology, Faculty of Engineering, Chiba University, 1-33, Yayoi-cho, Inage-ku, Chiba 263-8522, Japan. tmino@faculty.chiba-u.jpNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

17137381

Citation

Mino, Takashi, et al. "Palladium-catalyzed Sonogashira and Hiyama Reactions Using Phosphine-free Hydrazone Ligands." The Journal of Organic Chemistry, vol. 71, no. 25, 2006, pp. 9499-502.
Mino T, Shirae Y, Saito T, et al. Palladium-catalyzed sonogashira and hiyama reactions using phosphine-free hydrazone ligands. J Org Chem. 2006;71(25):9499-502.
Mino, T., Shirae, Y., Saito, T., Sakamoto, M., & Fujita, T. (2006). Palladium-catalyzed sonogashira and hiyama reactions using phosphine-free hydrazone ligands. The Journal of Organic Chemistry, 71(25), 9499-502.
Mino T, et al. Palladium-catalyzed Sonogashira and Hiyama Reactions Using Phosphine-free Hydrazone Ligands. J Org Chem. 2006 Dec 8;71(25):9499-502. PubMed PMID: 17137381.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Palladium-catalyzed sonogashira and hiyama reactions using phosphine-free hydrazone ligands. AU - Mino,Takashi, AU - Shirae,Yoshiaki, AU - Saito,Takeshi, AU - Sakamoto,Masami, AU - Fujita,Tsutomu, PY - 2006/12/2/pubmed PY - 2006/12/2/medline PY - 2006/12/2/entrez SP - 9499 EP - 502 JF - The Journal of organic chemistry JO - J Org Chem VL - 71 IS - 25 N2 - Palladium/copper-catalyzed Sonogashira cross-coupling reaction of aryl halides with a variety of terminal alkynes under amine-free conditions in dimethylformamide (DMF) at 80 degrees C gave internal arylated alkynes using PdCl2(MeCN)2 with phosphine-free hydrazone 2a as a ligand and CuI as the cocatalyst in good yields. We also found PdCl2/hydrazone ligand 1d in PhMe at 80 degrees C was a phosphine-free efficient catalyst system for a Hiyama cross-coupling reaction of aryl bromides with aryl(trialkoxy)silanes in good yields. SN - 0022-3263 UR - https://www.unboundmedicine.com/medline/citation/17137381/Palladium_catalyzed_sonogashira_and_hiyama_reactions_using_phosphine_free_hydrazone_ligands_ L2 - https://doi.org/10.1021/jo061734i DB - PRIME DP - Unbound Medicine ER -
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