Transition-metal-catalyzed Synthesis of Organoheteroatom Compounds
Lecture: Transition-metal-catalyzed Synthesis of Organoheteroatom Compounds
Lecturer: Prof. Masahiko Yamaguchi, Tohoku University
Time: 9:30 am, Oct 27, 2016
Location: Meeting Room 205 of Administration Building
Lecture Abstract:
Organoheteroatom compounds are an important group of organic substances for drugs and materials, and the development of efficient synthetic method is an important task of organic chemistry. Transition-metal-catalyzed synthesis of organosulfur compounds by the C-H functionalization and addition reactions are described. In the presence of rhodium complex, organothiolation of the C-H bonds in acetylenes, nitroalkanes, malonates, aldehydes, ketones, and heterocyclic arenesis conducted. In the synthesis, selection of the organothiolation reagents is critical, and as the result the reactions proceed without adding base. The methodology is derived from the judicious design of exothermic reaction by use of appropriate organothiolation reagents. Rhodium-catalyzed reaction to synthesize organosulfur compounds is also described by the addition of elemental sulfur to alkenes. It is shown that rhodium complex can be used to activate and transfer a sulfur atom from elemental sulfur to activated alkenes providing thiiranes. The above syntheses are characterized by the use of transition-metal catalyst without using organometallic and base reagents.