Photoredox Allylation Reactions Mediated by Bismuth in Aqueous Conditions

Aqueous Barbier allylation of aldehydes mediated by tin.

The aqueous tin-mediated Barbier reaction affords good to excellent yields and moderate syn diastereoselectivity under basic and acidic conditions. The high yields and stereoselectivity observed in the case of o-substituted aldehydes suggest a cyclic organotin intermediate or transition state in K2HPO4 solution. A practical and efficient aqueous tin allylation of methoxy- and hydroxybenzaldehyd...

Indium - mediated Allylation of α - Imino Esters in Aqueous Media

Zn-mediated electrochemical allylation of aldehydes in aqueous ammonia.

An efficient electrosynthesis of homoallylic alcohols from allylic bromides and aldehydes in aqueous ammonia is achieved in an undivided cell fitted with a pair of zinc electrodes.

Visible-Light-Mediated Alkenylation, Allylation, and Cyanation of Potassium Alkyltrifluoroborates with Organic Photoredox Catalysts

Iridium- and ruthenium-free approaches to protected allylic amines and alkyl nitriles under photoredox conditions are reported. An inexpensive organic dye, eosin Y, catalyzes coupling of Boc-protected potassium α-aminomethyltrifluoroborates with a variety of substituted alkenyl sulfones through an α-aminomethyl radical addition-elimination pathway. Allylic and homoallylic amines were formed in ...

A convenient procedure for bismuth-mediated Barbier-type allylation of aldehydes in water containing fluoride ions.

A new and convenient procedure for synthesis of homoallylic alcohols in generally good to excellent yields has been developed. The bismuth-mediated Barbier-type allylation of aldehydes (aromatic, aliphatic, alicyclic and heterocyclic) with allyl bromide has been carried out smoothly in water in the presence of fluoride ions.