Tags

Type your tag names separated by a space and hit enter

Integrated palladium-catalyzed arylation of heavier Group 14 hydrides.
Chemistry. 2010 Dec 03; 16(45):13519-27.C

Abstract

A convenient procedure has been developed for the preparation of Group 14 compounds by integrated palladium-catalyzed cross-coupling of aromatic iodides with the corresponding Group 14 hydrides in the presence of a base. The reaction conditions can be applied to the cross-coupling of tertiary, secondary, and primary Group 14 compounds. In most cases, the desired arylated products were obtained in synthetically useful yields. Even in the case of aryl iodides containing OH, NH(2), CN, or CO(2)R groups, the reactions proceeded with good to high yields with tolerance of these reactive functional groups. A possible application of this method is the unique synthesis of a fungicidal diarylmethyl(1H-1,2,4-triazol-1-ylmethyl)silane derivative.

Links

Publisher Full Text (DOI)

Authors+Show Affiliations

Lesbani A
Department of Chemistry, School of Science, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
Kondo H
No affiliation info available
Yabusaki Y
No affiliation info available
Nakai M
No affiliation info available
Yamanoi Y
No affiliation info available
Nishihara H
No affiliation info available

MeSH

Antifungal AgentsCatalysisCombinatorial Chemistry TechniquesHydrocarbons, IodinatedMolecular StructurePalladiumSilanesTriazoles

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

21031364

Citation

Lesbani, Aldes, et al. "Integrated Palladium-catalyzed Arylation of Heavier Group 14 Hydrides." Chemistry (Weinheim an Der Bergstrasse, Germany), vol. 16, no. 45, 2010, pp. 13519-27.
Lesbani A, Kondo H, Yabusaki Y, et al. Integrated palladium-catalyzed arylation of heavier Group 14 hydrides. Chemistry. 2010;16(45):13519-27.
Lesbani, A., Kondo, H., Yabusaki, Y., Nakai, M., Yamanoi, Y., & Nishihara, H. (2010). Integrated palladium-catalyzed arylation of heavier Group 14 hydrides. Chemistry (Weinheim an Der Bergstrasse, Germany), 16(45), 13519-27. https://doi.org/10.1002/chem.201001437
Lesbani A, et al. Integrated Palladium-catalyzed Arylation of Heavier Group 14 Hydrides. Chemistry. 2010 Dec 3;16(45):13519-27. PubMed PMID: 21031364.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Integrated palladium-catalyzed arylation of heavier Group 14 hydrides. AU - Lesbani,Aldes, AU - Kondo,Hitoshi, AU - Yabusaki,Yusuke, AU - Nakai,Misaki, AU - Yamanoi,Yoshinori, AU - Nishihara,Hiroshi, PY - 2010/10/30/entrez PY - 2010/10/30/pubmed PY - 2011/2/17/medline SP - 13519 EP - 27 JF - Chemistry (Weinheim an der Bergstrasse, Germany) JO - Chemistry VL - 16 IS - 45 N2 - A convenient procedure has been developed for the preparation of Group 14 compounds by integrated palladium-catalyzed cross-coupling of aromatic iodides with the corresponding Group 14 hydrides in the presence of a base. The reaction conditions can be applied to the cross-coupling of tertiary, secondary, and primary Group 14 compounds. In most cases, the desired arylated products were obtained in synthetically useful yields. Even in the case of aryl iodides containing OH, NH(2), CN, or CO(2)R groups, the reactions proceeded with good to high yields with tolerance of these reactive functional groups. A possible application of this method is the unique synthesis of a fungicidal diarylmethyl(1H-1,2,4-triazol-1-ylmethyl)silane derivative. SN - 1521-3765 UR - https://www.unboundmedicine.com/medline/citation/21031364/Integrated_palladium_catalyzed_arylation_of_heavier_Group_14_hydrides_ L2 - https://doi.org/10.1002/chem.201001437 DB - PRIME DP - Unbound Medicine ER -