G. Yasuda et H. Kimoto, SUBSTITUTION-REACTIONS OF PHENANTHRO[9,10-D]TRIAZOLE WITH BENZYL CHLORIDES, Journal of heterocyclic chemistry, 35(2), 1998, pp. 365-369
The reaction of the potassium salt of phenanthro[9,10-d]triazole and b
enzyl chloride gave 2-(benzyl)-2H-phenanthro[9,10-d]triazole (2a) in 1
5% yield. The other regio-isomer, 1-(benzyl)-1H-phenanthro[9,10-d]-tri
azole (la), was obtained as a by-product in 3.9% yield. Similar reacti
ons with benzyl chlorides having a methyl, a chloro or a nitro group o
n the aromatic ring gave the corresponding two products, 1b-j and 2b-j
. In all cases, 2b-j were major products in yields of 14-62%, 1-bj wer
e minor ones in yields of 1.4-7.6%. The structures of the isomers were
confirmed by X-ray crystal analyses.