Polycyclic N-heterocyclic compounds. Part 52. One-step syntheses of imidazo[1,5-a]pyridines, imidazo[1,5-a]quinolines and imidazo[5,1-a]isoquinolines by Vilsmeier reactions of pyridine-2-carbonitriles, quinoline-2-carbonitriles and isoquinoline-1-carbonitriles

Kenji Sasaki; Akifumi Tsurumori; Takashi Hirota

doi:10.1039/a804340j

Polycyclic N-heterocyclic compounds. Part 52. One-step syntheses of imidazo[1,5-a]pyridines, imidazo[1,5-a]quinolines and imidazo[5,1-a]isoquinolines by Vilsmeier reactions of pyridine-2-carbonitriles, quinoline-2-carbonitriles and isoquinoline-1-carbonitriles

Kenji Sasaki, Akifumi Tsurumori, Takashi Hirota

Institute for Education and Student Services

Research output: Contribution to journal › Article › peer-review

33 Citations (Scopus)

Abstract

The versatile, one-step synthesis of imidazo[1,5-a]pyridines by the reaction of pyridine-2-carbonitriles with DMF under Vilsmeier conditions is described. This reaction was applied to the syntheses of imidazo[1,5-a]quinolines from quinoline-2-carbonitriles, and of imidazo[5,1-a]isoquinolines from isoquinoline-1-carbonitriles.

Original language	English
Pages (from-to)	3851-3856
Number of pages	6
Journal	Journal of the Chemical Society - Perkin Transactions 1
Issue number	22
DOIs	https://doi.org/10.1039/a804340j
Publication status	Published - Nov 21 1998

ASJC Scopus subject areas

Chemistry(all)

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Sasaki, K., Tsurumori, A., & Hirota, T. (1998). Polycyclic N-heterocyclic compounds. Part 52. One-step syntheses of imidazo[1,5-a]pyridines, imidazo[1,5-a]quinolines and imidazo[5,1-a]isoquinolines by Vilsmeier reactions of pyridine-2-carbonitriles, quinoline-2-carbonitriles and isoquinoline-1-carbonitriles. Journal of the Chemical Society - Perkin Transactions 1, (22), 3851-3856. https://doi.org/10.1039/a804340j

Polycyclic N-heterocyclic compounds. Part 52. One-step syntheses of imidazo[1,5-a]pyridines, imidazo[1,5-a]quinolines and imidazo[5,1-a]isoquinolines by Vilsmeier reactions of pyridine-2-carbonitriles, quinoline-2-carbonitriles and isoquinoline-1-carbonitriles. / Sasaki, Kenji; Tsurumori, Akifumi; Hirota, Takashi.

In: Journal of the Chemical Society - Perkin Transactions 1, No. 22, 21.11.1998, p. 3851-3856.

Research output: Contribution to journal › Article › peer-review

Sasaki, K, Tsurumori, A & Hirota, T 1998, 'Polycyclic N-heterocyclic compounds. Part 52. One-step syntheses of imidazo[1,5-a]pyridines, imidazo[1,5-a]quinolines and imidazo[5,1-a]isoquinolines by Vilsmeier reactions of pyridine-2-carbonitriles, quinoline-2-carbonitriles and isoquinoline-1-carbonitriles', Journal of the Chemical Society - Perkin Transactions 1, no. 22, pp. 3851-3856. https://doi.org/10.1039/a804340j

Sasaki K, Tsurumori A, Hirota T. Polycyclic N-heterocyclic compounds. Part 52. One-step syntheses of imidazo[1,5-a]pyridines, imidazo[1,5-a]quinolines and imidazo[5,1-a]isoquinolines by Vilsmeier reactions of pyridine-2-carbonitriles, quinoline-2-carbonitriles and isoquinoline-1-carbonitriles. Journal of the Chemical Society - Perkin Transactions 1. 1998 Nov 21;(22):3851-3856. https://doi.org/10.1039/a804340j

Sasaki, Kenji ; Tsurumori, Akifumi ; Hirota, Takashi. / Polycyclic N-heterocyclic compounds. Part 52. One-step syntheses of imidazo[1,5-a]pyridines, imidazo[1,5-a]quinolines and imidazo[5,1-a]isoquinolines by Vilsmeier reactions of pyridine-2-carbonitriles, quinoline-2-carbonitriles and isoquinoline-1-carbonitriles. In: Journal of the Chemical Society - Perkin Transactions 1. 1998 ; No. 22. pp. 3851-3856.

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