6533b82afe1ef96bd128c05c
RESEARCH PRODUCT
Ambident Reactivity of P˭CH‒N‒Heterocycles: Lithiation and Substitution Sites
László NyulásziBasit NiazOldamur HollóczkiMark NiemeyerJoachim HeinickeSebastian BurckPeter G. JonesDietrich GudatBhaskar R. Alurisubject
Inorganic ChemistryChemistryOrganic Chemistrychemistry.chemical_elementOrganic chemistryReactivity (chemistry)BiochemistryNitrogenMedicinal chemistrydescription
Abstract Benzofused 1H-1,3-azaphospholes are lithiated at the N-atom by tBuLi but phosphinylation takes place at either the N- or the P-atom. Smaller chlorophosphines react at nitrogen, bulkier react at phosphorus. Substituents at C2 promote the latter mode. N-Substituted 2H-1,3-benzazaphospholes undergo CH-metalation or addition at the P˭C bond, depending on the conditions, and allow access to 2-functionally substituted benzazaphospholes or their 2,3-dihydro derivatives, new σ2P,X or σ3P,X hybrid ligands (X=O,P).
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2011-03-31 | Phosphorus, Sulfur, and Silicon and the Related Elements |