51549-18-9Relevant articles and documents
CuI controlled C-C and C-N bond formation of heteroaromatics through C(sp3)-H activation
Xia, Ran,Niu, Hong-Ying,Qu, Gui-Rong,Guo, Hai-Ming
supporting information, p. 5546 - 5549 (2013/01/15)
A new method for C-C and C-N bond formation of heteroaromatics and C(sp3)-H alkanes was developed with high regioselectivity. The reaction occurred on C8 to give 8-cylcoakylpurines by C-C bond formation only promoted by tBuOOtBu, while it occurred on the amino group to give N6-alkylated purines by C-N bond formation when 2 equiv of CuI were added. A reaction mechanism was also proposed based on our preliminary experimental data.
A highly facile and efficient one-step synthesis of N6-adenosine and N6-2′-deoxyadenosine derivatives
Wan, Zhao-Kui,Binnun, Eva,Wilson, Douglas P.,Lee, Jinbo
, p. 5877 - 5880 (2007/10/03)
(Chemical Equation Presented) A highly facile and efficient one-step synthesis of N6-adenosine and N6-2′-deoxyadenosine derivatives has been developed. Treatment of inosine or 2′-deoxyinosine, without protection of sugar hydroxyl groups, with alkyl or arylamines, in the presence of BOP and DIPEA in DMF, led to the formation of N6- adenosine and N6-2′-deoxyadenosine derivatives in good to excellent yields. Carcinogenic polyaromatic hydrocarbon (PAH) N 6-2′-deoxyadenosine adduct 10 and a rare DNA constituent 11 were thus synthesized directly from 2′-deoxyinosine both in 98% yield.
One-pot synthesis of nucleosides using bismuth (III) bromide as catalyst
Winum, Jean-Yves,Kamal, Mehrnaz,Barragan, Veronique,Leydet, Alain,Montero, Jean-Louis
, p. 603 - 606 (2007/10/03)
A peracetylated α-D-ribofuranosyl bromide reacted with silylated heterocyclic bases in the presence of bismuth (III) bromide (a non-toxic catalyst) in a one-pot procedure to give the corresponding β-D-nucleoside in good yield.