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Mechanochemical Syntheses of <i>N</i>-Containing Heterocycles with TosMIC

Christian Schumacher, Claude Molitor, Sabrina Smid, Khai‐Nghi Truong, Kari Rissanen, Carsten Bolm

2021The Journal of Organic Chemistry31 citationsDOI

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.

Topics & Concepts

PyrroleCombinatorial chemistryChemistryBase (topology)StereochemistryOrganic chemistryMathematicsMathematical analysisPorphyrin and Phthalocyanine ChemistrySynthesis and Characterization of PyrrolesSynthesis and Reactivity of Heterocycles
Mechanochemical Syntheses of <i>N</i>-Containing Heterocycles with TosMIC | Litcius