Sun, Simin published the artcileDirect synthesis of highly strained bifunctionalized 2H-thiete 1,1-dioxides, Application of 3-Pentanol, the main research area is thiete dioxide preparation; sulfonyl chloride dialkyl acetylene dicarboxylate heterocyclization pyridine catalyst.
Highly strained bifunctionalized dialkyl 2H-thiete-2,3-dicarboxylate 1,1-dioxides I [R = ethenyl, 4-(trifluoromethyl)phenyl, 3-cyanophenyl, etc.; R1 = Et, pentan-3-yl, cyclohexyl; R2 = Ph, OEt, pentan-3-yloxidanyl, etc.] are directly synthesized from readily available sulfonyl chlorides RCH2 and dialkyl acetylenedicarboxylates R1O(O)CCCC(O)R2 via the pyridine-mediated [2+2] annulation. In the annulation, pyridine first eliminates HCl from sulfonyl chlorides to generate sulfenes and then nucleophilically attacks the sulfenes to form zwitterionic intermediates, which nucleophilically attack dialkyl acetylenedicarboxylates followed by an intramol. cyclization and isomerization to produce the final dialkyl 2H-thiete-2,3-dicarboxylate 1,1-dioxides I. Pyridine serves as both base and nucleophilic catalyst. The current method is an efficient strategy for direct synthesis of highly strained bifunctionalized 2H-thiete 1,1-dioxide derivatives from readily available starting materials.
Organic Chemistry Frontiers published new progress about Heterocyclization ((2+2)). 584-02-1 belongs to class alcohols-buliding-blocks, name is 3-Pentanol, and the molecular formula is C5H12O, Application of 3-Pentanol.
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts