A1 Journal article (refereed)
Mechanochemical Syntheses of N-Containing Heterocycles with TosMIC (2021)

Schumacher, C., Molitor, C., Smid, S., Truong, K.-N., Rissanen, K., & Bolm, C. (2021). Mechanochemical Syntheses of N-Containing Heterocycles with TosMIC. Journal of Organic Chemistry, 86(20), 14213-14222. https://doi.org/10.1021/acs.joc.1c01529

JYU authors or editors

Publication details

All authors or editors: Schumacher, Christian; Molitor, Claude; Smid, Sabrina; Truong, Khai-Nghi; Rissanen, Kari; Bolm, Carsten

Journal or series: Journal of Organic Chemistry

ISSN: 0022-3263

eISSN: 1520-6904

Publication year: 2021

Publication date: 18/08/2021

Volume: 86

Issue number: 20

Pages range: 14213-14222

Publisher: American Chemical Society (ACS)

Publication country: United States

Publication language: English

DOI: https://doi.org/10.1021/acs.joc.1c01529

Publication open access: Not open

Publication channel open access: 

Abstract

A mechanochemical van Leusen pyrrole synthesis with a base leads to 3,4-disubstitued pyrroles in moderate to excellent yields. The developed protocol is compatible with a range of electron-withdrawing groups and can also be applied to the synthesis of oxazoles. Attempts to mechanochemically convert the resulting pyrroles into porphyrins proved to be difficult.

Keywords: synthesis; chemical synthesis; alkalies; electrons

Free keywords: pyrroli; porfyriinit

Contributing organizations

Ministry reporting: Yes

Reporting Year: 2021

JUFO rating: 2