S-H Insertion Reaction By Kukhtim-ramirze Intermediate

As the most common group in organic sulfur-containing compounds,C-S bond is an extremely important part of organic sulfur-containing compounds,and widely exists in various fields such as medicine,agriculture,material science,food science,and organic synthesis.However,most of the reported C-S bond structure research methods require the use of diazonium compounds or transition metal catalysis,which not only pollutes the environment but also is harmful to humans.Therefore,exploring and developing green and efficient C-S bond insertion reactions is a key concern of many chemists.With the emergence of the Kukhtin-Ramirez intermediate,a variety of synthetic methods have been provided for the efficient synthesis of many structurally diverse compounds.The insertion reaction of polar X-H bonds involved in this intermediate is important for the synthesis of organic sulfur-containing compounds reference value.In this project,we used the properties of P（NMe₂）₃ andα-carbonyl ketones to generate Kukhtin-Ramirez intermediates in situ to study the P（NMe₂）₃-promoted S-H bond insertion reaction ofα-carbonyl ketones and thiols green and efficient synthesis of a series of organic sulfur-containing compounds.It is found that the insertion reaction of this type of S-H bond has a wide range of applications.Ortho,meta,para position electron withdrawing group or electron donating group thiol,as well as different aromatic thiophenols can undergo S-H bond insertion reaction withα-carbonyl ketone,no matter theα-carbonyl ketone is Aliphatic or aromatic substituted at different positions can finally obtain organic sulfur-containing compounds in moderate to excellent yields.At the same time,the whole process of the nucleophilic substitution reaction between a reasonable Kukhtin-Ramirez intermediate and R-SH is expounded:it is proposed that the reaction starts from the Kukhtin-Ramirez intermediate generated by P（NMe₂）₃ andα-carbonyl ketone,followed by thiol The nucleophilic substitution reaction occurs between the compound and the intermediate,and the final sulfur-containing organic compound is generated along with the departure of the phosphorus oxide compound.This reaction represents a novel green and efficient S–H bond insertion reaction,and 27sulfur-containing compounds were synthesized.