Microwave enabled umpulong mechanism based rapid and efficient four- and six-component domino formations of 2-(2'-azaaryl)imidazoles and anti-1,2-diarylethylbenzamides.
Concise and efficient six-component and four-component domino approaches to anti-1,2-diarylethylbenzamides and highly substituted 2-(2'-azaaryl)imidazoles have been developed under solvent-free and microwave-irradiation conditions. The reactions showed a broad scope of substrates in which a wide range of common commercial aromatic aldehydes and heteroaryl nitriles can be used. The syntheses were finished within short periods (15-34 min) with good to excellent chemical yields and stereoselectivity that avoided tedious workup isolations. New mechanisms involving an umpolung have been proposed for these two reaction processes.
Jiang
Bo
B
School of Chemistry and Chemical Engineering, Xuzhou Normal University, Xuzhou, 221116, Jiangsu, PR China.
Wang
Xiang
X
Shi
Feng
F
Tu
Shu-Jiang
SJ
Ai
Teng
T
Ballew
Austin
A
Li
Guigen
G
D000085:Acetates / Q000737:chemistry / Q000528:radiation effects; D000447:Aldehydes / Q000737:chemistry / Q000528:radiation effects; D001549:Benzamides / Q000138:chemical synthesis* / Q000737:chemistry; D004980:Ethane / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D006844:Hydrocarbons, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry; D007093:Imidazoles / Q000138:chemical synthesis* / Q000737:chemistry; D008872:Microwaves; D009570:Nitriles / Q000737:chemistry / Q000528:radiation effects; D013237:Stereoisomerism; D013997:Time Factors
D000085:Acetates; D000447:Aldehydes; D001549:Benzamides; D006576:Heterocyclic Compounds, 4 or More Rings; D006844:Hydrocarbons, Cyclic; D007093:Imidazoles; D009570:Nitriles; D004980:Ethane; C018824:ammonium acetate