Literature DB >> 11975608

Facile Pd-catalyzed cross-coupling of 2'-deoxyguanosine O6-arylsulfonates with arylboronic acids.

Mahesh K Lakshman1, Paul F Thomson, Mark A Nuqui, John H Hilmer, Nonka Sevova, Bill Boggess.   

Abstract

[reaction: see text]. The O6-(2-mesitylenesulfonyl) derivative of 2'-deoxyguanosine undergoes a facile palladium-mediated C-C cross-coupling with arylboronic acids. Demonstrating the general applicability of this method, the synthesis of a previously undescribed class of 2-amino-6-arylpurine 2'-deoxynucleosides has been accomplished. The study also describes an evaluation of the O6-(2,4,6-triisopropylphenylsulfonyl) and the O6-(4-toluenesulfonyl) derivatives for the cross-coupling.

Entities:  

Mesh:

Substances:

Year:  2002        PMID: 11975608     DOI: 10.1021/ol025673w

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


  4 in total

1.  Direct arylation of 6-phenylpurine and 6-arylpurine nucleosides by ruthenium-catalyzed C-H bond activation.

Authors:  Mahesh K Lakshman; Ashoke C Deb; Raghu Ram Chamala; Padmanava Pradhan; Ramendra Pratap
Journal:  Angew Chem Int Ed Engl       Date:  2011-09-28       Impact factor: 15.336

2.  Pd-catalyzed C-C bond-forming reactions of thymidine mesitylene sulfonate.

Authors:  Soon Bang Kang; Erik De Clercq; Mahesh K Lakshman
Journal:  J Org Chem       Date:  2007-06-27       Impact factor: 4.354

3.  C-C cross-coupling reactions of O6-alkyl-2-haloinosine derivatives and a one-pot cross-coupling/O6-deprotection procedure.

Authors:  Venkateshwarlu Gurram; Narender Pottabathini; Ramesh Garlapati; Avinash B Chaudhary; Balaram Patro; Mahesh K Lakshman
Journal:  Chem Asian J       Date:  2012-05-08

4.  Nucleophilic Arylation of Halopurines Facilitated by Brønsted Acid in Fluoroalcohol.

Authors:  Naoko Takenaga; Toshitaka Shoji; Takayuki Menjo; Akiko Hirai; Shohei Ueda; Kotaro Kikushima; Tomonori Hanasaki; Toshifumi Dohi
Journal:  Molecules       Date:  2019-10-23       Impact factor: 4.411

  4 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.