Assembly of substituted 3-methyleneisoindolin-1-ones via a CuI/l-proline-catalyzed domino reaction process of 2-bromobenzamides and terminal alkynes.
CuI/l-proline catalyzed coupling of 2-bromobenzamides and terminal alkynes in i-PrOH (or DMF and DMSO) at 85-110 degrees C and subsequent additive cyclization produces substituted 3-methyleneisoindolin-1-ones. Variation of N-substituents, aromatic ring, and methylene part is possible by using suitable starting materials.
Li
Li
L
Shenyang Pharmaceutical University, 103 Wenhua Lu, Shenyang 110016, China.
Wang
Miao
M
Zhang
Xiaojing
X
Jiang
Yongwen
Y
Ma
Dawei
D
D000480:Alkynes / Q000737:chemistry*; D001549:Benzamides / Q000737:chemistry*; D020650:Combinatorial Chemistry Techniques; D003300:Copper / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011392:Proline / Q000737:chemistry*
D000480:Alkynes; D001549:Benzamides; D007211:Indoles; D003300:Copper; D011392:Proline