14333-96-1Relevant articles and documents
Lewis acid-catalyzed generation of C-C and C-N bonds on π-deficient heterocyclic substrates
Staderini, Matteo,Bolognesi, Maria Laura,Menndez, J. Carlos
supporting information, p. 185 - 195 (2015/01/30)
Focused microwave irradiation of a series of halogenated nitrogen heterocycles and different kinds of nucleophiles in the presence of a catalytic amount of indium trichloride leads to the efficient and completely regioselective generation of aromatic C-C and C-N bonds. The method is simple, rapid, general and inexpensive, and can be performed without the use of dried solvents. Most of the synthetized compounds are new and in many cases the work-up required only filtration. Furthermore, this is the first example of the use of a Lewis acid as a catalyst for heteroarylation, vinylation and amination reactions on π-deficient heterocyclic substrates.
Convenient and efficient syntheses of N6-and N 4-substituted adenines and cytosines and their 2-deoxyribosides
Adamska, Ewelina,Barciszewski, Jan,Markiewicz, Wojciech T.
, p. 861 - 871 (2013/02/23)
Convenient and efficient methods of the synthesis of N6-and N4-substituted derivatives of adenine and cytosine and their 2-deoxyribosides were developed. The reactions of either unprotected nucleobases (adenine, cytosine) or unprotected 2-deoxyribosides with aryl or alkyl aldehydes give corresponding Schiff bases that can be reduced to the target title compounds with high overall yields. In the case of aryl aldehydes the imine derivatives are obtained in the presence of methoxides in methanol and reduced with sodium borohydride. The corresponding reactions with alkyl aldehydes require the use of acetic acid and borane dimethyl sulfide complex instead.
