Synthesis of Diverse 1,4-(Azaindole)[60] fullerenes via Transition- Metal Free Three-Component Coupling Reaction of Azaindoles, C_(60), and Bromoalkanes/Triphenylamines

A transition-metal free three-component coupling reaction of azaindoles,C_(60),and bromoalkanes/triphenylamines has been developed to provide an efficient access to diverse azaindole functionalized 1,4-C_(60) adducts.This protocol exhibits low cost,operational simplicity,wide substrate scope,and mild and convenient conditions.

Effects of Aromatic Stabilization Energies on Photochromism of New Asymmetrical Azaindole-Containing Diarylethenes

Three new asymmetrical diarylethenes containing an azaindole moiety and a variable heteroaryl ring have been synthesized. Their properties, such as photochromism, fatigue resistance, thermal stability, acidichromism, and fluorescence, were systematically investigated to elucidate the effects of aromatic stabilization energies （ASE） of the heteroaryl moieties. The results indicated that thermal stability decreased with the increment of the aromatic stabilization energies of the variable heteroaryl rings in the order of thiazyl〈thienyl〈pyrrolyl. Moreover, the dual switching behaviors of these azaindole-containing diarylethenes were also studied by the stimulation of acid/base and light. Addition of trifluoroacetie acid to the solutions of these diarylethenes resulted in obvious hypochromie shifts, and their N-protonated forms also exhibited favorable photochromism.

Base-Promoted Formylation and N-Difluoromethylation of Azaindoles with Ethyl Bromodifluoroacetate as a Carbon Source

We reported for the first time that ethyl bromodifluoroacetate directly reacts with azaindole without transition metal catalysis to produce a difluoromethyl protected 5-aldehyde group product in one step.It is worth mentioning that the reacted aldehyde group is only formed at the 5 position.In addition,this method has good substrate applicability and functional group tolerance.Finally,we also carried out some mechanism auxiliary experiments,which confirmed that the aldehyde-based carbon comes from ethyl bromodifluoroacetate.

Rh(Ⅱ)-catalyzed intermolecular carboamination of pyridines via double Csp^(2)-H bond activations

We disclose the development of the Rh-catalyzed amine-directed remote 5,6-carboamination protocol of pyridines via dual Csp^(2)-H functionalizations.A variety of readily available 2-aminopyridines and 1,2,3-triazoles are allowed for coupling cyclization to access polyfunctionalized azaindoles.Mechanistic studies including DFT calculations unveil that relay carbenoidelectrophilic addition to pyridines and the sequential pyridyl Csp^(2)-H amination are involved in this transformation.The postsynthetic utility of this methodology is showcased by versatile and site-selective modification of azaindoles.

Acrosin structure-based design,synthesis and biological activities of 7-azaindol derivatives as new acrosin inhibitors

A series of 7-azaindol derivatives were designed based on the homologous 3D model of human acrosin.These compounds were synthesized and evaluated for their human acrosin inhibitory activities in vitro.Compounds 7a,7i,7j,7k and 7n showed highly inhibitory activity against human acrosin.The three-dimensional structure-activity relationship was investigated through a CoMFA model,which provided valuable information to further study of potential human acrosin inhibitors.