Efficient one-pot synthesis of 2,3-dihydropyrimidinthiones via multicomponent coupling of terminal alkynes, elemental sulfur, and carbodiimides.
An organolithium-promoted multicomponent reaction (MCR) involving readily available terminal alkynes, elemental sulfur, and carbodiimides has been achieved for the first time. This MCR offers an atom-economic route to 2,3-dihydropyrimidinthiones which are difficult to access by other means via an interesting and useful C=N double bond cleavage and an sp(3) C-H bond functionalization of carbodiimides.
Wang
Zitao
Z
Beijing National Laboratory for Molecular Sciences and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of the Ministry of Education, College of Chemistry, Peking University, Beijing 100871, China.
Wang
Yang
Y
Zhang
Wen-Xiong
WX
Hou
Zhaomin
Z
Xi
Zhenfeng
Z
D000480:Alkynes / Q000737:chemistry*; D002234:Carbodiimides / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D011743:Pyrimidines / Q000138:chemical synthesis*; D013455:Sulfur / Q000737:chemistry*; D013871:Thiones / Q000138:chemical synthesis*
D000480:Alkynes; D002234:Carbodiimides; D011743:Pyrimidines; D013871:Thiones; D013455:Sulfur