Microwave-assisted rapid and straightforward synthesis of 2-aryl-4-quinolones from acylated 2′-aminoacetophenones

Tetrahedron Letters

Volumn 47, Issue 39, 2006, Pages 6997-6999

  Ding, Derong ^a   Li, Xin ^a   Wang, Xin ^a   Du, Yongli ^a   Shen, Jingkang ^a  

^a SHANGHAI INSTITUTE OF MATERIA MEDICA   (China)

Author keywords

2 Aryl 4 quinolone; Acylated 2 aminoacetophenone; Microwave assisted synthesis

Indexed keywords

ACETOPHENONE DERIVATIVE; QUINOLONE DERIVATIVE;

ACYLATION; ARTICLE; CHEMICAL REACTION; CYCLIZATION; DRUG SYNTHESIS; HEATING; MICROWAVE RADIATION;

EID: 33747780496     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.07.117     Document Type: Article

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19. General experimental procedure: The preparation of 2p is representative for all synthesis. A 10 mL Biotage vial containing a magnetic stirring bar was charged with compound 1p (107.4 mg, 0.3 mmol), NaOH (60 mg, 1.5 mmol) and 1.5 mL t-BuOH. The vial was sealed and the resulting suspension was heated in the Biotage Initiator Synthesizer under selected microwave conditions. The conversion was monitored by HPLC and the product analyzed by LC-MS. The reaction mixture was cooled and poured onto 8 mL of water and adjusted to pH 5-6. The solution was concentrated under reduced pressure until copious solid appeared. The solid was collected and washed successively with water and a cold mixture of acetone and dichloromethane to give the pure product.
20. +]: 341.1263; found: 341.1268.