title: Safe and reliable synthesis of diazoketones and quinoxalines in a continuous flow reactor.
abstract: A flow method for the synthesis of aliphatic and aromatic diazoketones from acyl chloride precursors has been developed and used to prepare quinoxalines in a multistep sequence without isolation of the potentially explosive diazoketone. The protocol showcases an efficient in-line purification using supported scavengers with time-saving and safety benefits and in particular a reduction in the operator's exposure to carcinogenic phenylenediamines.
authors.affiliation: Novartis Institute for BioMedical Research, Forum 1, 4056 Basel, Switzerland. laetitia.martin@novartis.com
authors.forename: Laetitia J
authors.initials: LJ
authors.lastname: Martin
authors.forename: Andreas L
authors.initials: AL
authors.lastname: Marzinzik
authors.forename: Steven V
authors.initials: SV
authors.lastname: Ley
authors.forename: Ian R
authors.initials: IR
authors.lastname: Baxendale
mesh_terms: D002625:Chemistry, Organic / Q000295:instrumentation* / Q000379:methods; D003979:Diazonium Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010655:Phenylenediamines / Q000633:toxicity; D011810:Quinoxalines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D003979:Diazonium Compounds; D007659:Ketones; D010655:Phenylenediamines; D011810:Quinoxalines