Azizi, Kobra; Madsen, Robert published an article in 2020, the title of the article was Radical condensation between benzylic alcohols and acetamides to form 3-arylpropanamides.Electric Literature of 685-91-6 And the article contains the following content:
A new radical condensation reaction was developed where benzylic alcs. and acetamides were coupled to generate 3-arylpropanamides ArCH2CH2C(O)NR1R2 [Ar = Ph, 4-ClC6H4, 1-naphthyl, etc.; R1 = R2 = Me, Et; R1 = H; R2 = Me; R1R2 = (CH2)5, (H2C)2O(CH2)2] with water as the only byproduct. The transformation was performed with potassium tert-butoxide as the only additive and gave a variety of 3-arylpropanamides ArCH2CH2C(O)NR1R2 in good yields. The mechanism was investigated exptl. with labeled substrates, trapping experiments and spectroscopic measurements. The findings indicated a radical pathway where potassium tert-butoxide was believed to serve a dual role as both base and radical initiator. The radical anion of the benzylic alc. was proposed as the key intermediate, which undergoes coupling with the enolate of the amide to form the new C-C bond. Subsequent elimination to the corresponding cinnamamide and olefin reduction then afforded the 3-arylpropanamides ArCH2CH2C(O)NR1R2. The experimental process involved the reaction of N,N-Diethylacetamide(cas: 685-91-6).Electric Literature of 685-91-6
The Article related to arylpropanamide preparation, benzylic alc acetamid condensation, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Amides, Amidines, Imidic Esters, Hydrazides, and Hydrazonic Esters and other aspects.Electric Literature of 685-91-6
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics