A Concise and Free‐Metal Access to Lactone Annelated Pyrrolo[2,1‐a]isoquinoline Derivatives via a 1,2‐Rearrangement Step

Arina Y. Obydennik; Alexander A. Titov; Anna V. Listratova; Tatiana N. Borisova; Victor B. Rybakov; Leonid G. Voskressensky; Alexey V. Varlamov

doi:10.20944/preprints202312.2326.v1

A peer-reviewed article of this Preprint also exists.

Obydennik, A.Y.; Titov, A.A.; Listratova, A.V.; Borisova, T.N.; Rybakov, V.B.; Voskressensky, L.G.; Varlamov, A.V. Concise and Free-Metal Access to Lactone-Annelated Pyrrolo[2,1-a]isoquinoline Derivatives via a 1,2-Rearrangement Step. Int. J. Mol. Sci. 2024, 25, 1085. Obydennik, A.Y.; Titov, A.A.; Listratova, A.V.; Borisova, T.N.; Rybakov, V.B.; Voskressensky, L.G.; Varlamov, A.V. Concise and Free-Metal Access to Lactone-Annelated Pyrrolo[2,1-a]isoquinoline Derivatives via a 1,2-Rearrangement Step. Int. J. Mol. Sci. 2024, 25, 1085.

Abstract

An efficient approach to the previously unknown furo[2',3':2,3]pyrrolo[2,1-a]isoquinoline deriv-atives from readily available 1-R-1-ethynyl-2-vinylisoquinolines is described. The reaction fea-tures a simple procedure, occurs in hexaflouroisopropanol and does not require elevated tem-peratures. It has been found that the addition of glacial acetic acid significantly increases the yields of the target spirolactone products. Using trifluoroethanol instead of hexaflouroisopro-panol results into formation of pyrido[2,1-a]isoquinolines.

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A Concise and Free‐Metal Access to Lactone Annelated Pyrrolo[2,1‐a]isoquinoline Derivatives via a 1,2‐Rearrangement Step

Abstract

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