Louisianin A (1) was treated with phosphoryl chloride (POC13) at 120~ 125°C3) to obtain chloro derivative (2) in 86% yield. 2 was reduced by Zn-AcOH at 50°C4) to afford 3 (52% yield) and 4 (35% yield). Furthermore, under the same condition, 3 was dechlorinated to give 4 in 48% yield. Moreover, 4 was oxidized in the treatment of CrO3-pyridine5) to obtain louisianin C (5) in 75% yield. Finally, 5...

Synthesis of metal-free and metallophthalocyanines bearing a-methylferrocenylmethoxy units was described. Precursor 3 required for the preparation of phthalocyanines 4–9, was synthsized by the nucleophilic aromatic substitution reaction between a-methylferrocenylmethanol and 4-nitrophthalonitrile in dry DMF. The metal-free phthalocyanine 4 was prepared from 4-(amethylferrocenylmethoxy)phthaloni...

A series of 2-amino-4-(nitroalkyl)-4H-chromene-3-carbonitriles were synthesized by an efficient multicomponent reaction in aqueous media using DBU as a catalyst at room temperature. Mild condition, environment friendly procedure and excellent yields are the main advantages of this procedure. The cytotoxic activity of target compounds were evaluated against three cancer cell lines MDA-MB-231, MC...

Diethylaminodifluorosulfinium tetrafluoroborate (XtalFluor-E) and morpholinodifluorosulfinium tetrafluoroborate (XtalFluor-M) are crystalline fluorinating agents that are more easily handled and significantly more stable than Deoxo-Fluor, DAST, and their analogues. These reagents can be prepared in a safer and more cost-efficient manner by avoiding the laborious and hazardous distillation of di...

The synthesis of a series of ribose-modified anilinopyrimidine derivatives was efficiently achieved by utilizing DBU or tBuOLi-promoted coupling of ribosyl alcohols with 2,4,5-trichloropyrimidine as key step. Preliminary biological evaluation of this type of compounds as new EGFR tyrosine kinase inhibitors for combating EGFR L858R/T790M mutant associated with drug resistance in the treatment of...

A new series of amphiphilic α-cyclodextrins were synthesized by grafting N-acylated amino acids [valine, leucine, phenylalanine, methionine, and tryptophan (3a-e)] to the primary hydroxyl groups via ester bond formation. The synthetic pathway involves selective hexa-bromination of the primary hydroxyls followed by per-substitution with the carboxylate moiety of the N-acetyl residues in the pres...

The ethoxycarbonylmethyl esters of 1,4-dihydropyridines were directly converted into carbamoylmethyl esters in the presence of 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) in good to excellent yields under mild conditions. The use of TBD is crucial for the successful aminolysis of ethoxycarbonylmethyl ester of 1,4-dihydropyridines with secondary amines as without it the reaction does not proceed a...

An efficient synthetic route to prepare O -(2- -benzyl-3,4-di- -acetyl-?/?- l -fucopyranosyl)-trichloroacetimidate from -fucose was developed by introducing the thiophenyl group at anomeric center and benzylidene functional protect 3 4 positions. Although three approaches were considered, best result obtained when, after 2-hydroxyl benzylation, both protective groups simultaneously removed usin...