We disclose an unprecedented transition-metal-free carbonylative cross coupling of aryl halides with potassium aryl trifluoroborates even at atmospheric pressure of carbon monoxide. This protocol is efficient, operationally simple, and shows wide scope with regard to both aryl halides and potassium aryl trifluoroborates containing a series of active functional groups.

The use of FeCl(3) resulted in a fast homocoupling of aryllithiums, and this enabled its integration with the halogen-lithium exchange reaction of aryl halides in a flow microreactor. This system allows the homocoupling of two aryl halides bearing electrophilic functional groups, such as CN and NO(2), in under a minute.

Two-step one-pot transformation of primary halides into corresponding nitriles is successfully achieved. Nucleophilic substitution of primary halides with sodium azide and subsequent palladium-catalyzed hydrogen transfer proceeds smoothly in the presence of sterically bulky ligand dicyclohexyl(2',4',6'-triisopropylbiphenyl-2-yl)phosphine (XPhos) in acetone to produce nitriles in satisfactory to...

 A simple, mild and practical procedure has been developed for the synthesis of symmetrical and unsymmetrical ethers by using DMSO, TBAI in the presence of K2CO3. We extended the utility of  Potassium carbonate as an efficient base for the preparation of ethers. A wide range of alkyl aryl and dialkyl ethers are synthesized from treatment of aliphatic alcohols and phenols with various alkyl hali...

Intermolecular Heck reaction of common alkyl halides, a longstanding problem in palladium catalysis, is realized with a simple Pd/dppf catalyst. Both primary and secondary alkyl halides are suitable for coupling with aromatic olefins. Single electron transfer from (dppf)Pd(0) to alkyl halide initiated the catalytic cycle and gave alkyl radicals.

Pentavalent uranium complexes of the formula U(V)X(2)[N(SiMe(3))(2)](3) (X = F(-), Cl(-), Br(-), N(3)(-), NCS(-)) are accessible from the oxidation of U(III)[N(SiMe(3))(2)](3) through two sequential, one-electron oxidation reactions (halides) and substitution through salt metathesis (pseudohalides). Uranium(v) mixed-halides are also synthesized by successive one-electron oxidation reactions.

Abstract: Aryl halides and aryl triflates (triflate = trifluoromethanesulfonyl) are coupled with N-compounds to give the corresponding arylamines or arylhydrazines in the presence of a palladium catalyst, a suitable ligand, and a base. Catalyst systems consisting of palladium (II) and BINAP or triphenylphosphine are generally effective for the amination of a wide range of aryl halides and aryl ...

Alkylaminoand cycloalkylaminotriphenylphosphonium halides react with elemental halogens or interhalogen compounds to afford alkylaminoor cycloalkylaminotriphenylphosphonium trihalides. The stability of these trihalides depends on the cation as well as the trihalide anion. The assignment of a trihalide structure to these compounds was based on elemental analysis and on IRand Raman spectroscopic ...

The palladium-catalyzed conversion of aryl and vinyl triflates to aryl and vinyl halides (bromides and chlorides) has been developed using dialkylbiaryl phosphine ligands. A variety of aryl, heteroaryl, and vinyl halides can be prepared via this method in good to excellent yields.

The conversion of aryl halides to phenols under mild reaction conditions is a longstanding and formidable challenge in organic chemistry. Herein, we report the rational design of a broadly applicable Pd-catalyzed method to prepare phenols with benzaldehyde oxime as a hydroxide surrogate. These reactions occur under mildly basic conditions and enable the late-stage hydroxylation of several funct...