UNEXPECTED SELECTIVE REDUCTION OF 3- AND 6-HALOGENQUINOLINES AND 2‑BROMO-1-METHYLBENZIMIDAZOLE WITH RED PHOSPHORUS IN THE KOH/DMSO SYSTEM-Reference-Cited by-同舟云学术

UNEXPECTED SELECTIVE REDUCTION OF 3- AND 6-HALOGENQUINOLINES AND 2‑BROMO-1-METHYLBENZIMIDAZOLE WITH RED PHOSPHORUS IN THE KOH/DMSO SYSTEM

Published:2023-03-01 Issue:1 Volume:509 Page:30-33
ISSN:2686-9535
Container-title:Доклады Российской академии наук. Химия, науки о материалах
language:
Short-container-title:Doklady Rossijskoj akademii nauk. Himiâ, nauki o materialah.

Author:

Kuimov V. A.¹,Malysheva S. F.¹,Belogorlova N. A.¹,Trofimov B. A.¹

Affiliation:

1. Favorsky Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences

Abstract

3-Bromo- and 6-chloroquinolines or 2-bromo-1-methylbenzimidazole react with red phosphorus in the KOH/DMSO (Н2О) system upon heating (100–120°C, 3 h), forming selective reduction products in high yield (with preservation of the aromatic heterocycle), forming quinoline and 1-methylbenzimidazole, correspondingly.

Publisher

The Russian Academy of Sciences

Reference19 articles.

1. Гусарова Н.K., Трофимов Б.A. // Успехи химии. 2020. Т. 89. № 2. С. 225–249. https://doi.org/10.1070/RCR4903?locatt=label:RUSSIAN

2. Милюков В.А., Будникова Ю.Г., Синяшин О.Г. // Успехи химии. 2005. Т. 74. № 9. С. 859–885. https://doi.org/10.1070/RC2005v074n09ABEH001182

3. Karasik A.A., Sinyashin O.G. Phosphorus based macrocyclic ligands: synthesis and applications. Ch. 12. In: Catalysis by metal complexes. V. 37. Phosphorus Compounds: Advanced Tools in Catalysis and Material Sciences. Peruzzini M., Gonsalvi L. (Eds.). Dordrecht: Springer Netherlands, 2011. P. 375. https://doi.org/10.1007/978-90-481-3817-3_12

4. Будникова Ю.Г., Синяшин О.Г. // Успехи химии. 2015. Т. 84. № 9. С. 917–951. https://doi.org/10.1070/RCR4525

5. Corbridge D.E.C. Phosphorus. Chemistry, Biochemistry and Technology, 6th edition. NY: CRC Press. 2013. 1473 p.