Arsenous chloride-free synthesis of cyclic tertiary organoarsines from arylarsine oxides and di-Grignard reagents

Di-Grignard reagents and metallacycles

Aliphatic ,w-dibromides can be converted to the corresponding c,w-di—Grignard reagents; for those members carrying less than four carbon atoms between the functions, special procedures are required. The synthesis, structure and applications of the di-Grignard reagents are discussed; particular emphasis is placed on the structures of the corresponding cyclic dialkylmagnesiums, and on the use of ...

Tertiary amine synthesis via reductive coupling of amides with Grignard reagents† †Electronic supplementary information (ESI) available: Experimental procedures, spectroscopic data, copies of 1H and 13C NMR spectra and crystallographic data. CCDC 1552384. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c7sc03613b Click here for additional data file. Click here for additional data file.

A new iridium catalyzed reductive coupling reaction of Grignard reagents and tertiary amides affording functionalised tertiary amine products via an efficient and technically-simple one-pot, two-stage experimental protocol, is reported. The reaction – which can be carried out on gram-scale using as little as 1 mol% Vaska's complex [IrCl(CO)(PPh3)2] and TMDS as the terminal reductant for the ini...

Efficient, mild and completely regioselective synthesis of substituted pyridines.

Addition of Grignard reagents to pyridine N-oxides in THF at low temperature (-78 to -20 degrees C) and treatment with TFAA provides an efficient general procedure for synthesis of substituted pyridines. The method is compatible with a range of functional groups such as esters, halogens and nitriles.

Cu-catalyzed asymmetric allylic alkylation of phosphonates and phosphine oxides with Grignard reagents.

An efficient and highly enantioselective copper-catalyzed allylic alkylation of phosphonates and phosphine oxides with Grignard reagents and Taniaphos or phosphoramidites as chiral ligands is reported. Transformation of these products leads to a variety of new phosphorus-containing chiral intermediates.

Reaction Between Grignard Reagents and Heterocyclic N-oxides Synthesis of Substituted Pyridines, Piperidines and Piperazines