Uncatalyzed, anti-Michael addition of amines to β-nitroacrylates: practical, eco-friendly synthesis of β-nitro-α-amino esters

A variety of primary and secondary amines give the conjugate reaction with β-nitroacrylates, via an anti-Michael addition, without any catalyst and/or solvent, allowing good yields of β-nitro-α-amino esters.     

Transannular Anti-Michael Addition: Formation of 4H-Pyrazolo[5,1-c]thiazines

The reaction of 2-(diphenylmethylene)thietan-3-one (2) with 1,2,4,5-tetrazines (3a-c) in KOH/MeOH/THF gives 4H-pyrazolo[5,1-c]thiazines (7a-c). This novel condensation reaction proceeds via the intermediacy of an 8-(diphenylmethylene)-2H-1,4,5-thiadiazocin-7(8H)-one (5), which undergoes a multi-step rearrangement including a rare anti-Michael addition.     

An unusual contra-Michael addition of NaNO2-ceric ammonium nitrate to acrylic esters

This report describes a novel regioselective contra-Michael addition to cinnamic esters that utilizes NaNO₂-ceric ammonium nitrate.     

A room temperature alternative of the Claisen rearrangement route to ortho allylated phenols: unique reactivity pattern of allylindium reagents

Quinol ethers and quinone monoketals are shown to undergo formal anti-Michael addition reactions with allylindium reagents at room temperature to give only ortho allylated phenols in good yields.