Synthesis of substituted chromenes through the DABCO-catalyzed reaction of but-3-yn-2-one and methyl propiolate with salicyl N-tosylimines (DABCO = 1,4-diazabicyclo[2.2.2]octane).
The DABCO-catalyzed (DABCO = 1,4-diazabicyclo[2.2.2]octane) reaction of but-3-yn-2-one and methyl propiolate with salicyl N-tosylimines yields highly functionalized chromenes and has been thoroughly investigated; the rational mechanism for the reaction has been demonstrated on the basis of 1H NMR spectroscopic investigation.
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China.
Yong-Ling
YL
Shi
Min
M
Shi
D000480:Alkynes / Q000737:chemistry*; D001578:Benzopyrans / Q000138:chemical synthesis*; D002384:Catalysis; D007097:Imines / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D010879:Piperazines; D011422:Propionates / Q000737:chemistry*
D000480:Alkynes; D001578:Benzopyrans; D007097:Imines; D007659:Ketones; D010879:Piperazines; D011422:Propionates; C011537:propiolic acid; C007306:triethylenediamine