SML2-PROMOTED ARYL RADICAL CYCLIZATION - A NEW SYNTHETIC ENTRY INTO HETEROCYCLES

被引：82

作者：

INANAGA, J ^{[1
]}

UJIKAWA, O ^{[1
]}

YAMAGUCHI, M ^{[1
]}

机构：

[1] KYUSHU UNIV 33,DEPT CHEM,FUKUOKA 812,JAPAN

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 14期

关键词：

D O I：

10.1016/S0040-4039(00)74317-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Benzofuran, naphthofuran, and indole frameworks were expediently constructed at ambient temperature from arene bromides with ortho O- and N-substituents containing double or triple bonds via radical cyclization process promoted by Sml2.

引用

页码：1737 / 1740

页数：4

共 17 条

[1] MECHANISM OF CYCLIZATION OF ARYL RADICALS CONTAINING UNSATURATED ORTHO-SUBSTITUENTS [J].

BECKWITH, ALJ ;

GARA, WB .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1975, (07) :795-802

[2] INTRAMOLECULAR RADICAL ADDITIONS TO THE AZO GROUP - FAST AND INDISCRIMINATE 5-EXO AND 6-ENDO CYCLIZATIONS [J].

BECKWITH, ALJ ;

WANG, SF ;

WARKENTIN, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (17) :5289-5291

[3]

CURRAN DP, 1988, SYNTHESIS-STUTTGART, V417, P489

[4] INTRAMOLECULAR RADICAL CYCLIZATION REACTIONS - AN APPROACH TO THE INDOLE ALKALOIDS [J].

DITTAMI, JP ;

RAMANATHAN, H .

TETRAHEDRON LETTERS, 1988, 29 (01) :45-48

[5] RADICAL REACTIONS OF ARENEDIAZONIUM IONS - AN EASY ENTRY INTO THE CHEMISTRY OF THE ARYL RADICAL [J].

GALLI, C .

CHEMICAL REVIEWS, 1988, 88 (05) :765-792

[6]

Giese B., 1986, RADICALS ORGANIC SYN

[7] A MILD AND CONVENIENT METHOD FOR THE REDUCTION OF ORGANIC HALIDES BY USING A SMI2-THF SOLUTION IN THE PRESENCE OF HEXAMETHYLPHOSPHORIC TRIAMIDE (HMPA) [J].

INANAGA, J ;

ISHIKAWA, M ;

YAMAGUCHI, M .

CHEMISTRY LETTERS, 1987, (07) :1485-1486

[8] SYNTHESIS OF BENZOFURANS VIA PALLADIUM-PROMOTED CYCLIZATION OF ORTHO-SUBSTITUTED ARYL ALLYL ETHERS [J].

LAROCK, RC ;

STINN, DE .

TETRAHEDRON LETTERS, 1988, 29 (37) :4687-4690

[9] SYNTHESIS OF NITROGEN-HETEROCYCLES VIA PALLADIUM-CATALYZED INTRAMOLECULAR CYCLIZATION [J].

LAROCK, RC ;

BABU, S .

TETRAHEDRON LETTERS, 1987, 28 (44) :5291-5294

[10] APPLICATION OF REDUCTIVE, SINGLE ELECTRON-TRANSFER PROCESSES TO THE GENERATION AND CYCLIZATION OF OMEGA-UNSATURATED ALPHA-AMINO RADICALS [J].

MARTIN, SF ;

YANG, CP ;

LASWELL, WL ;

RUEGER, H .

TETRAHEDRON LETTERS, 1988, 29 (51) :6685-6688

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