Abstract

The first derivatives of 3 H -pyrrol-4-amines spiro-fused with fluorene or anthrone were synthesized in a Rh 2 (OAc) 4 -catalyzed reaction of 1sulfonyl-1,2,3-triazoles with 2 H -azirines. The reaction proceeds through 1,4-diazahexa-1,3,5-triene intermediates, which under the conditions employed cyclize to stable at room temperature 1,2-dihydropyrazines. At elevated temperatures, 1,2-dihydropyrazines are in ring-chain equilibrium with 1,4-diazahexa-1,3,5-trienes, which undergo irreversible 5- exo-trig cyclization, leading to spirocyclic derivatives of 3 H -pyrrol-4-amine. Authors: Adel R. Khaidarov Nikolai V. Rostovskii, Galina L. Starova, Alexander F. Khlebnikov, Mikhail S. Novikov

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