Decarboxylative Selective Phosphorylation of Aliphatic Acids: A Transition-Metal- and Photocatalyst-Free Avenue to Dialkyl and Trialkyl Phosphine Oxides from White Phosphorus.

Developing practical and mild strategies for the direct functionalization of white phosphorus (P ) without chlorination is an appealing but formidable challenge. To this end, we report a breakthrough in the preparation of structurally diverse dialkylphosphines and trialkylphosphines that rely on the successive generation of carbon-centered radicals from N-hydroxyphthalimide (NHPI) esters and the controllable alkylation of the P molecule under transition-metal- and photocatalyst-free conditions. To facilitate separation and prevent product losses during purification, the corresponding oxidation products dialkylphosphine oxides (DAPOs) and trialkylphosphine oxides (TAPOs) were isolated.

Diastereoselective Construction of 2-Aminoindanones via an In(OTf)-Catalyzed Domino Reaction.

An In(OTf)-catalyzed domino reaction involving sequential oxidative ring opening of aziridines by using the solvent dimethyl sulfoxide and intramolecular Michael addition has been developed for the modular synthesis of 2-aminoindanone compounds by the formation of one new C═O bond and one new C-C bond. The notable feature of this strategy includes broad substrate scope, excellent trans-diastereoselectivities, highly functionalized products, and mild conditions. The catalyst In(OTf) plays an important role in the formation of the indanone ring.