INDUCTION OF RADICAL CYCLIZATIONS WITH THE 10-METHYL-9,10-DIHYDROACRIDINE NABH4 PHOTOCATALYTIC SYSTEM

被引：38

作者：

BOISVERT, G ^{[1
]}

GIASSON, R ^{[1
]}

机构：

[1] UNIV MONTREAL,DEPT CHIM,CP 6128,SUCC A,MONTREAL H3C 3J7,QUEBEC,CANADA

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 44期

关键词：

D O I：

10.1016/S0040-4039(00)60992-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The radical cyclization of suitably unsaturated aromatic halides, such as 1-allyloxy-2-halobenzenes (1a-d), can be induced with the 10-methyl-9,10-dihydroacridine / NaBH, photocatalytic system in DMF. The method is preparatively useful with the most reactive halides.

引用

页码：6587 / 6590

页数：4

共 10 条

[1] HOMOLYTIC REDUCTIVE DEHALOGENATION OF ARYL HALIDES BY SODIUM-BOROHYDRIDE
ABEYWICKREMA, AN
BECKWITH, ALJ
[J]. TETRAHEDRON LETTERS, 1986, 27 (01) : 109 - 112
[2] INTERMEDIACY OF ARYL RADICALS AND ARYLMETAL COMPOUNDS IN REDUCTIVE DEHALOGENATION OF HALOGENOARENES WITH LITHIUM ALUMINUM-HYDRIDE
BECKWITH, ALJ
GOH, SH
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1983, (16) : 905 - 906
[3] MECHANISM OF CYCLIZATION OF ARYL RADICALS CONTAINING UNSATURATED ORTHO-SUBSTITUENTS
BECKWITH, ALJ
GARA, WB
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1975, (07): : 795 - 802
[4] REGIO-SELECTIVITY AND STEREO-SELECTIVITY OF ALKENYL RADICAL RING-CLOSURE - A THEORETICAL-STUDY
BECKWITH, ALJ
SCHIESSER, CH
[J]. TETRAHEDRON, 1985, 41 (19) : 3925 - 3941
[5] COBALT-MEDIATED RADICAL REACTIONS IN ORGANIC-SYNTHESIS - OXIDATIVE CYCLIZATIONS OF ARYL AND ALKYL-HALIDES LEADING TO FUNCTIONALIZED REDUCED HETEROCYCLES AND BUTYROLACTONES
BHANDAL, H
PATEL, VF
PATTENDEN, G
RUSSELL, JJ
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (10): : 2691 - 2701
[6] RATE CONSTANTS AND ARRHENIUS PARAMETERS FOR THE REACTIONS OF SOME CARBON-CENTERED RADICALS WITH TRIS(TRIMETHYLSILYL)SILANE
CHATGILIALOGLU, C
DICKHAUT, J
GIESE, B
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (22) : 6399 - 6403
[7] Giese B., 1986, RADICALS ORGANIC SYN
[8] 10-METHYLACRIDINE DERIVATIVES ACTING AS EFFICIENT AND STABLE PHOTOCATALYSTS IN REDUCTIVE DEHALOGENATION OF HALOGENATED COMPOUNDS WITH SODIUM-BOROHYDRIDE VIA PHOTOINDUCED ELECTRON-TRANSFER
ISHIKAWA, M
FUKUZUMI, S
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (24) : 8864 - 8870
[9] RADICAL REACTIONS IN NATURAL PRODUCT SYNTHESIS
JASPERSE, CP
CURRAN, DP
FEVIG, TL
[J]. CHEMICAL REVIEWS, 1991, 91 (06) : 1237 - 1286
[10] NEUMANN WP, 1987, SYNTHESIS-STUTTGART, P665

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