Zinc chloride induced cycloaddition of allyl chlorides to alkynes: A new cyclopentene synthesis

Zinc chloride catalyses both cycloaddition and simple addition of allylic chlorides to alkynes. The former reaction can lead to good yields of 4-chloro-cyclopentenes, and constitutes a new cyclopentene synthesis.     

A facile synthesis of sulfinyl chlorides from thiolacetates

Alkyl and aryl thiolacetates are converted smoothly into sulfinyl chlorides by sulfuryl chloride in the presence of acetic anhydride.     

A selective synthesis of alkenylmercuric chlorides via alkenylalanes

The reaction of alkenylalanes with mercuric chloride in THF produces stereospecically the coresponding alkenylmercuric chlorides in high yields.     

A new, mild preparation of sulfonyl chlorides

A new method was developed for the preparation of sulfonyl chlorides from sulfonic acids under neutral conditions using 2,4,6-trichloro-1,3,5-triazine as chlorinating agent.     

A new synthetic procedure for the convenient preparation of thiocarbamoyl chlorides and the novel bis-thiocarbamoyl chlorides

Treatment of N-silylamines with excess thiophosgene affords thiocarbamoyl chlorides in good yields and excellent purity. This method was also suitable for preparing the first bis-thiocarbamoyl chlorides from N,N'-bis(trimethylsilyl)-diamines. Bis-thiocarbamoyl chlorides are useful synthetic intermediates.     

A simple synthesis of thiol esters from copper-I-mercaptides and acyl chlorides

Thiol esters are obtained from acyl chlorides and copper-I-mercaptides in excellent yields.     

Reaction of oxophosphoranesulphenyl chlorides with phosphorus trichloride : A new synthesis of dialkyl phosphorochloridothionates and their optically active analogues

The reaction of acyclic oxophosphoranesulphenyl chlorides, with phosphorus trichloride has been found to give thiophosphoryl chlorides, and phosphoryl oxychloride—the products of the exclusive deoxygenation of sulphenyl chloride. Optically active phosphonochloridothionates and phosphorochloridothionates in a high state of optical purity have been obtained with inversion of configuration from optically active sulphenyl chlorides and phosphorus trichloride. It has been shown, however, that cyclic oxophosphoranesulphenyl chlorides undergo simultaneous desulphurisation and deoxygenation when treated with phosphorus trichloride. Using cis- and trans-isomers of 2-chlorothio-4-methyl-1,3,2-dioxaphosphorinan-2-one it has been demonstrated that deoxygenation is accompanied by inversion, whereas desulphurisation occurs with retention at phosphorus. The mechanism of the title reaction is discussed.     

Practical synthesis of new and highly efficient ligands for the Suzuki reaction of aryl chlorides

A practical synthesis of a novel class of phosphine ligands, phosphino substituted N-aryl pyrroles (PAP ligands), has been developed. These ligands are applied in the palladium-catalyzed coupling of a variety of aryl and heteroaryl chlorides with phenylboronic acid showing exceedingly high turnover numbers at mild reaction temperatures and even at room temperature.     

Synthesis and characterization of new tetraalkylaminophosphonium chlorides

New tetraalkylaminophosphonium chlorides were readily prepared by four-fold condensation of commercially available [P(CH₂OH)₄]Cl with a range of fifteen aryl based primary amines, in EtOH, at ambient temperature. All compounds have been characterized by FT–IR spectroscopy and elemental analysis. Solution ³¹P{¹H} NMR studies of these chloride salts reveal their instability with respect to various P^III/P^V species. The structures of three examples have been determined by single crystal X-ray diffraction and confirm the pseudotetrahedral arrangement around the P^V center. Extensive N–H···Cl hydrogen bonding is observed.     

Reactions of metal tert-butoxides with aromatic sulfonyl chlorides. A new synthesis of di-tert-butyl ether

Di-tert-butyl ether was synthesized in good yields by the S_N reactions of lithium tert-butoxide with tosyl and p-bromobenzenesulfonyl chlorides under mild conditions.     

Expedient synthesis of sulfinamides from sulfonyl chlorides

Sulfinamides were synthesized from sulfonyl chlorides using a procedure involving in situ reduction of sulfonyl chlorides. The reaction is broad in scope and easy to perform.     

Palladium-catalyzed synthesis of N-aryloxazolidinones from aryl chlorides

An efficient method for intermolecular N-arylation of oxazolidinones using Pd(2)dba(3) and various phosphine ligands in the presence of a weak base is reported. The conditions allow the use of cheaper aryl chlorides containing functionalities such as enolizable ketones, amides, etc., which would be incompatible with other coupling methods. The coupling reaction can be used to prepare enantiopure N-aryl beta-amino alcohols. Depending on the stereoelectronic nature of the aryl chloride, careful choice of ligand was necessary for the success of these reactions. [reaction: see text]     

计算烷烃沸点的新方法-基团键贡献法

根据分子中基团的特性和连接性,将基团贡献法和化学键贡献法结合在一起,发展了一种直接根据分子结构信息计算烷烃沸点的新方法-基团键贡献法,此方法同时具有基团贡献法和化学键贡献法的特点。对753种烷烃(C2～C100)的计算结果表明,沸点计算值与实验值的一致性令人满意,平均误差0.46%。     

A simple method for synthesis of amides and peptides through acyl chlorides : A rapid synthesis of thyrotropin releasing hormone

By improvement of the classical SOCl₂-pyridine method for the preparation of acid chlorides, amides and optically pure peptides were synthesized rapidly in a simple manner from DCHA dicyclohexylammonium) salts of carboxylic acids. This modified SOCl₂-pyridine method was applied to a rapid synthesis of TRH.     

A simple, efficient Pd-catalyzed synthesis of N-sulfonylimines from organoboronic acids and tosylbenzimidoyl chlorides

A simple and efficient synthesis of N-sulfonyl ketimines through a Pd-catalyzed cross-coupling reaction between organoboronic acids and tosylbenzimidoyl chlorides under mild conditions has been developed.     

Arylation of aryl chlorides,a convenient method for the synthesis of new potential triazolic fungicides

We evaluated two alternative routes for the arylation of known chlorinated fungicides. The first pathway involved a S_RN1 substitution, followed by Stille reaction, while the second consisted in a one step reaction by the Suzuki coupling. Both methodologies were useful to obtain new products that could be potential fungicides.     

A straightforward synthesis of ynones by reaction of dimethylalkynylaluminum reagents with acid chlorides

Alkynyldimethylaluminum reagents react with various aromatic and aliphatic acid chlorides in a fast and efficient way. This reaction provides a simple entry to numerous ynones, using readily available, inexpensive, and nontoxic metalating agent, and does not require any transition metal as a catalyst.