395087-84-0Relevant academic research and scientific papers
Expanding the diversity of purine libraries
Ding, Sheng,Gray, Nathanael S.,Ding, Qiang,Schultz, Peter G.
, p. 8751 - 8755 (2001)
In recent years, there has been a resurgence of interest in the synthesis of purine derivatives due to the discovery of purine-derived ligands for a variety of nucleotide dependent enzymes. The majority of chemistry has focused on substitution of the purine core structure by alkylation at N9 and nucleophilic-aromatic substitution reactions at C2 and C6. Here we report the syntheses of aryl, N-aryl, O-aryl substituted purine libraries by the palladium-mediated coupling of boronic acids, anilines or phenols at the C2 position, and copper(II)-mediated N-arylation with boronic acids at the N9 position. The chemistry described here greatly expands our ability to introduce different functionality and create new purine scaffolds.
CuBr catalyzed C-N cross coupling reaction of purines and diaryliodonium salts to 9-arylpurines
Niu, Hong-Ying,Xia, Chao,Qu, Gui-Rong,Zhang, Qian,Jiang, Yi,Mao, Run-Ze,Li, De-Yang,Guo, Hai-Ming
supporting information; experimental part, p. 5039 - 5042 (2011/08/07)
CuBr was found to be an efficient catalyst for the C-N cross coupling reaction of purine and diaryliodonium salts. 9-Arylpurines were synthesized in excellent yields with short reaction times (2.5 h). The method represents an alternative to the synthesis of 9-arylpurines via Cu(ii) catalyzed C-N coupling reaction with arylboronic acids as arylating agents. The Royal Society of Chemistry 2011.
Regioselective N-9 arylation of purines employing arylboronic acids in the presence of Cu(II)
Bakkestuen, Anne Kristin,Gundersen, Lise-Lotte
, p. 3359 - 3362 (2007/10/03)
9-Arylpurines are efficiently formed with complete regioselectivity when purines are treated with arylboronic acids in the presence of copper(II) acetate. A variety of substituents on both coupling partners are well tolerated.
Kinase inhibitor scaffolds and methods for their preparation
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Page/Page column 21, (2008/06/13)
General methods for the solution phase as well as solid phase synthesis of various substituted heteroaryls has been demonstrated. These substituted heteroaryls can be further elaborated by aromatic substitution with amines at elevated temperature or by an
