Using structure-based design, a new class of inhibitors of protein tyrosine phosphatase-1B (PTP1B) has been identified, which incorporate the 1,2,5-thiadiazolidin-3-one-1,1-dioxide template

Olefination (Peterson; carbon-carbon bond-forming reactions including insertion, olefination, and nucleophilic substitution of hydrogen in arenes) Insertion reaction Nucleophilic substitution reaction (carbon-carbon bond-forming reactions including insertion, olefination, and nucleophilic substitution of hydrogen in arenes) Aromatic hydrocarbons, reactions Role: RCT (Reactant); RACT (Reactant or reagent) (carbon-carbon bond-forming reactions including

Peterson olefination of aldehydes and ketones RR1CO (R = H, Me, Et, Ph; R1 = aryl) with BtC-(OMe)SiMe3 (Bt = benzotrazol-1-yl) afforded 1-(benzotriazol-1-yl)-1-methoxy-1-alkenes which were treated without isolation with ZnBr2 and HCl, to yield the corresponding one-carbon homologated carboxylates RR1CHCO2H in good overall yields.

A general regiospecific method for the synthesis of (p-nitroaryl)diarylmethanes has been developed starting from diarylmethanols and 2- and/or 3-substituted nitrobenzenes. This utilizes the quant. condensation between benzotriazole and diarylmethanols under acidic catalysis and in the presence of perfluorocarbon fluids, followed by vicarious nucleophilic substitution of the resulting (diarylmethyl)benzotriazoles with nitrobenzenes in moderate to

SASRIN resin is synthesized by a two step sequence involving linking 4-hydroxy-2-methoxybenzaldehyde to Merrifield resin, followed by redn. with sodium borohydride.

he vicinal elimination of silicon from 2-benzotriazolylethylsilanes provides a versatile method for the introduction of 1-arylethenyl moieties into org. mols. The 2-benzotriazolyl-2-arylethyl moieties act as masked 1-arylethenyl units that can be transformed into the corresponding alkene when needed. The vicinal elimination of silicon can be accomplished by several protocols including pyrolysis, [1,4]-Brook rearrangement, and fluoride ion induced

Novel masked 2-arylacroleins I (R1 = 2-MeC6H4, 4-MeC6H4, 2-FC6H4, 4-FC6H4, 2-ClC6H4, 4-MeOC6H4, MeS, 5-Me-thien-2-yl) have been developed to serve as 2-arylpropenal synthons. Formal 1,2-addns. onto the aldehyde moieties of I (R = 4-MeC6H4) provided the corresponding 2-substituted allyl alcs. II (R1 = Me, Ph) for the first time. Conversion of I (R1 = 4-MeC6H4, 2-ClC6H4) to imines allowed for the prepn. of 1,2-disubstituted allyl amines III (R1 = 4-MeC6H4;

Several substituted 2- and 4-hydroxyacetophenones are linked to Wang resin via a modified Mitsunobu protocol. These resin-bound acetophenones are condensed with arom. aldehydes, and the resulting chalcones are used for the synthesis of 2-dialkylamino- and 2-alkylamino-4,6-diarylpyridines, and 2-alkyl-4,6-diaryl- and 2,4,6-triarylpyrimidines in a manner suitable for combinatorial applications

A review with >30 refs. is given. Mono- and 1,1-disubstituted ethylenes are available by vicinal elimination of benzotriazolyl and trimethylsilyl groups from readily available intermediates of type BtRR1CCH2SiMe3 (Bt = benzotriazol-1-yl). Low-valent Ti compds. cause vicinal elimination of benzotriazolyl and hydroxyl groups from both diastereoisomers of RBtCHCHROH compds. to give styrenes and dienes with high trans-stereoselectivity. The starting