alpha-Lithiation and Electrophilic Substitution of 1,4,4-Trimethyl-3,4-dihydroquinolin-2-one

作者：Sebastien Boucle; Jerome Guillard^*; Marie Claude Viaud Massuard

来源：Molecules, 2010, 15(11): 7742-7749.

DOI：10.3390/molecules15117742

• tetrahydroquinoline
• electrophilic substitution
• anti-diabetic agents

Treatment of 1,4,4-trimethyl-3,4-dihydroquinolin-2(1H)-one (2) with lithium diisopropylamide (LDA) followed by a wide range of electrophiles give the corresponding 4,4-dimethyl-3-substituted-3,4-dihydroquinolin-2-ones 3-13, providing a very mild electrophilic substitution of the 4,4-dimethyl-1,2,3,4-tetrahydroquinoline core.

• 出版日期2010-11