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Pd-Catalyzed C-H Alkylation of Arenes Using PyrDipSi, a Transformable and Removable Silicon-Tethered Directing Group.
Chemistry. 2016 Aug 01; 22(32):11201-4.C

Abstract

An efficient Pd-catalyzed ortho-C-H alkylation reaction of arenes using a transformable and removable Si-tethered pyridyldiisopropylsilyl (PyrDipSi) directing group has been developed. In addition, the PyrDipSi directing group allows for an efficient sequential double-fold C-H alkylation/oxygenation of arenes to produce meta-alkylated phenols. This directing group can easily be removed or converted into valuable functionalities, such as aryl, iodo, boronic ester, or phenol.

Authors+Show Affiliations

Department of Chemistry, University of Illinois at Chicago, 845 W Taylor St, Rm 4500, Chicago, IL, 60607, USA.Department of Chemistry, University of Illinois at Chicago, 845 W Taylor St, Rm 4500, Chicago, IL, 60607, USA. vlad@uic.edu.

Pub Type(s)

Journal Article

Language

eng

PubMed ID

27272930

Citation

Sarkar, Dhruba, and Vladimir Gevorgyan. "Pd-Catalyzed C-H Alkylation of Arenes Using PyrDipSi, a Transformable and Removable Silicon-Tethered Directing Group." Chemistry (Weinheim an Der Bergstrasse, Germany), vol. 22, no. 32, 2016, pp. 11201-4.
Sarkar D, Gevorgyan V. Pd-Catalyzed C-H Alkylation of Arenes Using PyrDipSi, a Transformable and Removable Silicon-Tethered Directing Group. Chemistry. 2016;22(32):11201-4.
Sarkar, D., & Gevorgyan, V. (2016). Pd-Catalyzed C-H Alkylation of Arenes Using PyrDipSi, a Transformable and Removable Silicon-Tethered Directing Group. Chemistry (Weinheim an Der Bergstrasse, Germany), 22(32), 11201-4. https://doi.org/10.1002/chem.201602513
Sarkar D, Gevorgyan V. Pd-Catalyzed C-H Alkylation of Arenes Using PyrDipSi, a Transformable and Removable Silicon-Tethered Directing Group. Chemistry. 2016 Aug 1;22(32):11201-4. PubMed PMID: 27272930.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Pd-Catalyzed C-H Alkylation of Arenes Using PyrDipSi, a Transformable and Removable Silicon-Tethered Directing Group. AU - Sarkar,Dhruba, AU - Gevorgyan,Vladimir, Y1 - 2016/07/04/ PY - 2016/05/26/received PY - 2016/6/9/entrez PY - 2016/6/9/pubmed PY - 2016/6/9/medline KW - C−H alkylation KW - catalysis KW - directing group KW - palladium KW - silicon SP - 11201 EP - 4 JF - Chemistry (Weinheim an der Bergstrasse, Germany) JO - Chemistry VL - 22 IS - 32 N2 - An efficient Pd-catalyzed ortho-C-H alkylation reaction of arenes using a transformable and removable Si-tethered pyridyldiisopropylsilyl (PyrDipSi) directing group has been developed. In addition, the PyrDipSi directing group allows for an efficient sequential double-fold C-H alkylation/oxygenation of arenes to produce meta-alkylated phenols. This directing group can easily be removed or converted into valuable functionalities, such as aryl, iodo, boronic ester, or phenol. SN - 1521-3765 UR - https://www.unboundmedicine.com/medline/citation/27272930/Pd_Catalyzed_C_H_Alkylation_of_Arenes_Using_PyrDipSi_a_Transformable_and_Removable_Silicon_Tethered_Directing_Group_ DB - PRIME DP - Unbound Medicine ER -
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