Ugi/Himbert Arene/Allene Diels-Alder Cycloaddition to Synthesize Strained Polycyclic Skeleton.

The present work disclosed an efficient multicomponent reaction of isocyanide, allenic acid, aldehyde (ketone), and aniline. This protocol undergoes Ugi reaction followed by an intramolecular arene/allene Diels-Alder sequence, thus providing a rapid access to synthesize strained polycyclic skeletons.

Machine Learning Aided Design of Polymer with Targeted Band Gap Based on DFT Computation.

Polymer band gap is one of the most important properties associated with electric conductivity. In this work, the machine learning model called support vector regression (SVR) was developed to predict the polymer band gap, where the training data of the polymer band gap were obtained from DFT computation while the descriptors were generated from Dragon. After feature selection with the maximum relevance minimum redundancy, the SVR model using 16 key features as inputs gave the optimal performance for predicting polymer band gaps. The determination coefficient (R2) of the SVR model between the DFT computations and SVR predictions of polymer band gaps reached as high as 0.824 for the leave-one-out cross-validation and 0.925 for the independent test. Besides, the 16 key features were explored through correlation analysis and sensitivity analysis. The available model can be used to screen out the polymers with targeted band gaps before experiments, which is very helpful for rapid design of new polymers.

Temperature-Dependent Double Isocyanide Insertion Reaction To Construct a Polycyclic Skeleton.

A novel strategy to furnish selective double insertion of isocyanides with the aid of potassium tetrachloroaurate(III) has been disclosed. This strategy provides quick access to approach a complex polycyclic skeleton in an efficient manner. Unexpected oxygen migration was also observed when the reaction was conducted at a lower temperature.

Indium(III) Chloride-Catalyzed Isocyanide Insertion Reaction to Construct Complex Spirooxindole.

An unusual multiple isocyanide insertion reaction with methyleneindolinone using indium(III) chloride as the catalyst has been disclosed. This strategy allows for the rapid construction of structurally complex spirooxindole in an efficient manner. The present protocol features mild conditions, atom economy, and broad substrate scope.