Recent advances in cascade radical cyclization of radical acceptors for the synthesis of carbo- and heterocycles

Abstract

This review is devoted to highlighting main achievements in the development of cascade radical cyclization of radical acceptors for the synthesis of carbo- and heterocycles.

Palladium-catalyzed bisthiolation of terminal alkynes for the assembly of diverse (Z)-1,2-bis(arylthio)alkene derivatives

“… 4 Apart from the above synthetic methods, metal-free radical addition reaction of alkynes with radical precursors has triggered a multiplication of synthetic protocols for accessing a vast array of value-added functionalized molecules. 5 However, the scope of the free radical is limited to the common free radical precursors. Therefore, it is highly desirable to develop a novel and efficient synthetic approach for the straightforward difunctionalization of alkynes from readily available starting materials under eco-friendly conditions.…”

Free-radical cyclization approach to polyheterocycles containing pyrrole and pyridine rings

“…Although the intramolecular free-radical cyclization is widely used for the synthesis of heteroaromatic compounds [23][24][25][26], only a few examples of the successful use of radical cyclization for the synthesis of pyrrole-containing fused heteroaromatics are known in the literature [23][24][25][26][27][28][29][30]. We initiated our study with the attempts to carry out the cyclization of 4-(2bromophenyl)pyrrole 1a under standard radical cyclization conditions (azobisisobutyronitrile (AIBN)/Bu 3 SnH), which previously had been successfully used for the cyclization of 2-bromophenyl-substituted pyrroles into 7-oxa-2a 1azabenzo[b]-cyclopenta[pq]pleiadenes [30].…”

New Application of Natural Language Processing（NLP）for Chemist Predicting Intermediate and Providing an Effective Direction for Mechanism Inference

“…Herein, radical cascade cyclization was selected as the object to explore the reaction mechanism by NLP transformer model. Recently, radical chemistry has become a heavily investigated research field, and radical cascade cyclization is highly valuable for preparation of cyclic compounds since the processes are performed in a single preparation step to construct carbo-and heterocycles, [28][29][30] which often show interesting biological properties with potential use in medicinal chemistry (Fig 1). [31][32][33] In this work, there are two additional reasons for choosing the topic of radical cascade cyclization.…”