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[2+2+2]-Co-cyclotrimerization 6-alkynylpurines with diynes: a method for preparation of 6-arylpurines

✍ Scribed by Pavel Turek; Martin Kotora; Michal Hocek; Ivana Cı́sařová


Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
149 KB
Volume
44
Category
Article
ISSN
0040-4039

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✦ Synopsis


A novel approach to 6-arylpurines based on [2+2+2]-co-cyclotrimerization of 6-alkynylpurines with various a,v-diynes is described. Co-cyclotrimerization is catalyzed by Ni-and Co-phosphine catalysts and their choice depends on the substitution pattern of the both reactants.


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Ir(cod)Cl] 2 combined with dppe was found to be a new and efficient catalyst for [2+2+2] cycloaddition. Dimethyl dipropargylmalonate reacted with 1-hexyne in the presence of a catalytic amount of [Ir(cod)Cl] 2 combined with dppe at room temperature in 20 min to give an indane derivative in 84% yield