Tf 2 O-Mediated Tandem Reaction of Enaminones for the Synthesis of Functionalized Conjugated-Enals/β-Naphthalaldehydes.

Changyuan ZhangJianping LinLi WangYingxuan MeiLanjing WangYuqing XieYu LuJiakai TianWei WangLulu ChenMengping GuoCailong Zhou

Published in: The Journal of organic chemistry (2023)

A highly efficient and regioselective method for constructing functionalized conjugated enals via the Tf 2 O-mediated tandem reaction of enaminones with thiophenols has been described. Chain products with excellent stereoselectivity could be obtained through substrate regulation. Additionally, a feasible method for synthesizing β-naphthalaldehydes through PhSO 2 Na/DABCO promoting hydrogen atom transfer process has also been reported here. Mechanism studies have shown that 2-formyl vinyl triflate 8 and sulfonylated enal 9 were the key intermediates in this process.

Keyphrases

highly efficient
electron transfer
photodynamic therapy
quantum dots
molecular dynamics
fluorescent probe
case control
tandem mass spectrometry