Visible-Light-Enabled C(sp2)–H Difluoroalkylation of Aldehyde-Derived Hydrazones Under Metal-Free Conditions
作者:Yi-Si Feng、Wen-Qiang Liu、Wei-Hao Chen、Xiao-Xuan Li、Wei-Ke Tang、Ting-Ting Tao
DOI:10.3987/com-19-14057
日期:——
Cu‐Catalyzed C(sp
<sup>2</sup>
−H)‐Trifluoromethylation of Aldehyde Hydrazones with Langlois Reagent
作者:Jatin Mehta、Puspa Aryal、V. Prakash Reddy
DOI:10.1002/ejoc.202100205
日期:2021.4.8
The C(sp2−H)‐trifluoromethylation of aromatic aldehyde N‐aminomorpholine hydrazones has been achieved under free‐radical conditions through Cu(II) catalysis using the cost‐effective Langlois reagent (sodium trifluoromethanesulfinate). The reaction tolerates a series of electron‐releasing as well as electron‐withdrawing substituents on the aromaticring.
A simple and practical one-pot protocol involving sequential C–H bromination and thiocyanation of readily available aldehyde-derived N,N-dialkylhydrazones has been established for the synthesis of 5-thioxo-1,2,4-triazolium innersalts. Application of the method toward the synthesis of value-added 3-sulfanyl-1,2,4-triazoles through N→S alkyl group transfer has also been demonstrated.