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The evolutionary mffa-terarylphosphine ligand architecture of Cy*Phine was recently shown to be a key feature that imposed outstanding performance in palladium-catalyzed copper-free Sonogashira applications. Herein, the Pd-Cy*Phine combination has similarly proven to be a powerful catalyst system for the Mizoroki-Heck reaction. Using high-throughput screening (HTS) methodology, DMF and NaHCO3 were rapidly identified as the most effective solvent and base pair for the cross-coupling catalysis of challenging and industrially valuable substrates including highly electron-rich heteroaryl bromides and unactivated olefins. Unprotected functional groups were well tolerated using low catalyst loadings, and the simple protocol produced excellent yields (up to 99%) with unprecedented substrate diversity. The Pd- Cy*Phine system broadly outperformed many state-of-the-art commercial alternatives, which demonstrated its potential as a next-generation cross-coupling catalyst. [ABSTRACT FROM AUTHOR]

A facile, efficient, and highly diastereo- and enantioselective bromoetherification of diolefinic diols has been developed using an amino-thiocarbamate catalyst. Further manipulations of the bromoether products enabled entry into a new class of spirocycles which are distinctively lacking in the literature. [ABSTRACT FROM AUTHOR]

A Lewis base catalyzed chloroamidation of olefinic substrates was achieved using diphenyl selenide as the catalyst. The reaction conditions are mild and suitable for a wide range of substrates including those which are acid labile. [ABSTRACT FROM AUTHOR]

A catalytic enantioselective bromocyclization of olefinic amides using amino-thiocarbamates as the catalysts has been developed. The resulting enantioenriched 2-substituted 3-bromopiperidines can readily be transformed to 3-substituted piperidines through a silver salt-mediated rearrangement. This process has been applied to the synthesis of a dopaminergic drug, Preclamol. [ABSTRACT FROM AUTHOR]

The reaction has been successfully applied in the synthesis of pharmaceutical drug eletriptan (XVI), which is used in treatment of migraine headaches. [ABSTRACT FROM AUTHOR]

The absolute configuration of the bromoethers and the corresponding spirocycles is established based on X-ray analysis of (XVa). [ABSTRACT FROM AUTHOR]

The catalytic enantioselective bromocyclization of olefinic amides (I) using quinine-derived amino-thiocarbamates as catalyst results in the formation of enantioenriched 2-substituted 3-bromopiperidines (II). [ABSTRACT FROM AUTHOR]

The chloroamidation of olefins utilizes diphenyl selenide as the catalyst together with N-chlorosuccinimide and acetonitrile as the halogen and nitrogen source and is applicable to a wide range of substrates. [ABSTRACT FROM AUTHOR]

A Lewis base catalyzed chloroamidation of olefinic substrates was achieved using diphenyl selenide as the catalyst. The reaction conditions are mild and suitable for a wide range of substrates including those which are acid labile.