Palladium-Catalyzed Synthesis of Isoquinolinones via Sequential Cyclization and N-O Bond Cleavage of N-Methoxy-o-alkynylbenzamides

被引：10

作者：

Jithunsa, Manita ^{[1
]}

Ueda, Masafumi ^{[1
]}

Aoi, Naoki ^{[1
]}

Sugita, Shoichi ^{[1
]}

Miyoshi, Tetsuya ^{[1
]}

Miyata, Okiko ^{[1
]}

机构：

[1] Kobe Pharmaceut Univ, Higashinada Ku, Kobe, Hyogo 6588558, Japan

来源：

SYNLETT | 2013年 / 24卷 / 04期

关键词：

alkynes; regioselectivity; palladium; cyclization; amides; ONE-POT SYNTHESIS; TRISUBSTITUTED ISOXAZOLES; STEREOSELECTIVE-SYNTHESIS; PI-OLEFIN; ISOCOUMARINS; ELIMINATION; PHOTOLYSIS; CASCADE; ACID;

D O I：

10.1055/s-0032-1318159

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A palladium-catalyzed controlled 6-endo-dig cyclization process has been developed for the chemoselective synthesis of isoquinolin-1-ones from N-alkoxy-o-alkynylbenzamides. The mechanism and scope of the reaction have also been investigated. Deuterium-labeling studies were used to confirm the intramolecular 1,5-hydrogen shift as a key step in the transformation.

引用

页码：475 / 478

页数：4

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