1H-Benzotriazole as Synthetic Auxiliary in a Facile Route to N6-(Arylmethyl)-2′-deoxyadenosines: DNA Intercalators Inserted into Three-Way Junctions

The 2′-deoxy-N6-(naphthalen-1-ylmethyl)- (5a) and N6-(pyren-1-ylmethyl)adenosine (5b) were synthesized in two steps from 2′-deoxyadenosine and the adequate arenecarbaldehyde with 1H-benzotriazole as a synthetic auxiliary (Scheme). When the N6-(arylmethyl)-2′-deoxyadenosines were inserted into the junction region of a DNA three-way junction, its thermal stability increased.