ChemInform Abstract: An Unusual Michael Addition-Dealkylation or Elimination via the Reaction of Tertiary or Secondary Amines with a (Z)-Iodoacrylate.

ChemInform ◽  
2010 ◽  
Vol 33 (8) ◽  
pp. no-no
Author(s):  
Graham Maw ◽  
Carl Thirsk ◽  
Andrew Whiting
Synlett ◽  
2020 ◽  
Vol 31 (09) ◽  
pp. 878-882
Author(s):  
Xiao Yun Chen ◽  
Luming Zhang ◽  
Yaonan Tang ◽  
Shuxia Yuan ◽  
Baocheng Zhu ◽  
...  

A green H2O-promoted solvent-free hydroamination of electron-deficient terminal alkynes with amines has been developed. All secondary amines, including aliphatic and aromatic amines, gave the corresponding (E)-enamines in good to excellent yields, whereas primary aromatic amines afforded Z-configured products in moderate yields. Propiolates, propyn-1-ones, propynamides, and 1-(ethynylsulfonyl)-4-methylbenzene were explored in this Michael addition.


ChemInform ◽  
2004 ◽  
Vol 35 (47) ◽  
Author(s):  
Oliver Torre ◽  
Ignacio Alfonso ◽  
Vicente Gotor

Synthesis ◽  
2020 ◽  
Vol 52 (18) ◽  
pp. 2650-2661 ◽  
Author(s):  
Ying-Chun Chen ◽  
Chang-Jiang Xu ◽  
Wei Du ◽  
Łukasz Albrecht

3-Formyl substituted indoles or pyrroles can form HOMO-raised dearomative aza-dienamine-type intermediates with secondary amines, which can undergo direct aza-Michael addition to β-trifluoromethyl enones to afford N-alkylated products efficiently, albeit with low to fair enantioselectivity. In addition, similar asymmetric aza-Michael additions of these heteroarenes and crotonaldehyde are realized under dual catalysis of chiral amines, and the adducts are obtained with moderate to good enantioselectivity.


2018 ◽  
Vol 54 (2C) ◽  
pp. 537
Author(s):  
Dau Xuan Duc

An efficient aza-Michael addition of secondary amines to some α,β-unsaturated esters hasbeen carried out using LiCLO4 as a catalyst. β-amino esters were obtained in high yields at roomtemperature without using solvent.


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