Solid-phase synthesis of isoquinolinones using Bischler-Napieralski cyclization

被引：29

作者：

Chern, MS ^{[1
]}

Li, WR ^{[1
]}

机构：

[1] Natl Cent Univ, Dept Chem, Chungli 32054, Taiwan

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 45期

关键词：

solid-phase synthesis; isoquinolinones; Bischler-Napieralski cyclization;

D O I：

10.1016/j.tetlet.2004.09.059

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Isoquinolinone is a structural unit found in many natural products having various important biological activities. A traceless solid-phase synthetic approach has been developed to prepare isoquinolinone derivatives. This approach enables one to synthesize isoquinolinones having various moieties on benzene nuclei and also can produce derivatives with a proton on the amide nitrogen. (C) 2004 Elsevier Ltd. All rights reserved.

引用

收藏

页码：8323 / 8326

页数：4

相关论文

共 46 条

[1] Trifluoromethanesulfonic anhydride-4-(N,N-dimethylamino)pyridine as a reagent combination for effecting Bischler-Napieralski cyclisation under mild conditions: Application to total syntheses of the Amaryllidaceae alkaloids N-methylcrinasiadine, anhydrolycorinone, hippadine and oxoassoanine [J].

Banwell, MG ;

Bissett, BD ;

Busato, S ;

Cowden, CJ ;

Hockless, DCR ;

Holman, JW ;

Read, RW ;

Wu, AW .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (24) :2551-2553

[2] A STEREOSELECTIVE TOTAL SYNTHESIS OF (+/-)-GAMMA-LYCORANE [J].

BANWELL, MG ;

WU, AW .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (19) :2671-2672

[3]

BANWELL MG, 1994, J CHEM SOC P1, V24, P3515

[4] Syntheses and antitumor targeting G1 phase of the cell cycle of benzoyldihydroisoquinolines and related 1-substituted isoquinolines [J].

Bermejo, A ;

Andreu, I ;

Suvire, F ;

Léonce, S ;

Caignard, DH ;

Renard, P ;

Pierré, A ;

Enriz, RD ;

Cortes, D ;

Cabedo, N .

JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (23) :5058-5068

[5] An autoxidative approach to 1,2,3,4-tetrahydroisoquinolin-l-one and tetrahydro-β-carbolin-l-one [J].

Bois-Choussy, M ;

De Paolis, M ;

Zhu, JP .

TETRAHEDRON LETTERS, 2001, 42 (20) :3427-3430

[6] Enantioselective syntheses of dopaminergic (R)- and (S)-benzyltetrahydroisoquinolines [J].

Cabedo, N ;

Andreu, I ;

de Arellano, MCR ;

Chagraoui, A ;

Serrano, A ;

Bermejo, A ;

Protais, P ;

Cortes, D .

JOURNAL OF MEDICINAL CHEMISTRY, 2001, 44 (11) :1794-1801

[7] Cheritamine, a new N-fatty acyl tryptamine and other constituents from the stems of Annona cherimola [J].

Chen, CY ;

Chang, FR ;

Teng, CM ;

Wu, YC .

JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 1999, 46 (01) :77-86

[8] Stereoselective total synthesis of dihydrocorynantheol [J].

Deiters, A ;

Martin, SF .

ORGANIC LETTERS, 2002, 4 (19) :3243-3245

[9] Comprehensive survey of combinatorial library synthesis: 2000 [J].

Dolle, RE .

JOURNAL OF COMBINATORIAL CHEMISTRY, 2001, 3 (06) :477-517

[10]

DOLLE RE, 2002, J COMB CHEM, V5, P893

← 1 2 3 4 5 →