Alkoxyamine-mediated radical synthesis of indolinones and indolines

被引：59

作者：

Leroi, C

Bertin, D

Dufils, PE

Gigmes, D

Marque, S

Tordo, P

Couturier, JL

Guerret, O

Ciufolini, MA

机构：

[1] Univ Lyon 1, CNRS UMR 5622, F-69622 Villeurbanne, France

[2] Ecole Super Chim Phys Elect, CNRS UMR 5622, F-69622 Villeurbanne, France

[3] Univ Aix Marseille 1, Lab Struct & Reacivite Especes Paramagnet, CNRS UMR 6517, Ctr St Jerome, F-13397 Marseille 20, France

[4] Univ Aix Marseille 3, Lab Struct & Reacivite Especes Paramagnet, CNRS UMR 6517, Ctr St Jerome, F-13397 Marseille 20, France

[5] Atofina SA, Ctr Rech Rhone Alpes, F-69643 Pierre Benite, France

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 26期

关键词：

D O I：

10.1021/ol0358049

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Thermolysis of alpha-alkoxyamino propionanilides produces indolinones, whereas thermal reaction of N-allylaniline derivatives with various Tordo-type alkoxyamines results in formation of indolines in the radical regime.

引用

页码：4943 / 4945

页数：3

共 16 条

[1] A NEW RADICAL-BASED SYNTHESIS OF LACTAMS AND INDOLONES FROM DITHIOCARBONATES (XANTHATES) [J].

AXON, J ;

BOITEAU, L ;

BOIVIN, J ;

FORBES, JE ;

ZARD, SZ .

TETRAHEDRON LETTERS, 1994, 35 (11) :1719-1722

[2] A NEW AND PRACTICAL SYNTHESIS OF INDOLONES [J].

BOIVIN, J ;

YOUSFI, M ;

ZARD, SZ .

TETRAHEDRON LETTERS, 1994, 35 (51) :9553-9556

[3]

Fischer H, 2001, ANGEW CHEM INT EDIT, V40, P1340, DOI 10.1002/1521-3773(20010417)40:8<1340::AID-ANIE1340>3.0.CO

[4]

2-#

[5] A NOVEL TIN-MEDIATED INDOLE SYNTHESIS [J].

FUKUYAMA, T ;

CHEN, XQ ;

PENG, G .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (07) :3127-3128

[6] New polymer synthesis by nitroxide mediated living radical polymerizations [J].

Hawker, CJ ;

Bosman, AW ;

Harth, E .

CHEMICAL REVIEWS, 2001, 101 (12) :3661-3688

[7] Alkoxyamine-mediated radical cyclizations [J].

Leroi, C ;

Fenet, B ;

Couturier, JL ;

Guerret, O ;

Ciufolini, MA .

ORGANIC LETTERS, 2003, 5 (07) :1079-1081

[8] A convergent approach to indolines and indanes [J].

Ly, TM ;

Quiclet-Sire, B ;

Sortais, B ;

Zard, SZ .

TETRAHEDRON LETTERS, 1999, 40 (13) :2533-2536

[9] RECENT DEVELOPMENTS OF FREE-RADICAL SUBSTITUTIONS OF HETEROAROMATIC BASES [J].

MINISCI, F ;

VISMARA, E ;

FONTANA, F .

HETEROCYCLES, 1989, 28 (01) :489-519

[10] A convergent approach to 2-substituted-5-methoxyindoles. Application to the synthesis of melatonin [J].

Quiclet-Sire, B ;

Sortais, B ;

Zard, SZ .

CHEMICAL COMMUNICATIONS, 2002, (16) :1692-1693

← 1 2 →