A new tin-free source of amidyl radicals

被引：78

作者：

Gagosz, F ^{[1
]}

Moutrille, C ^{[1
]}

Zard, SZ ^{[1
]}

机构：

[1] Ecole Polytech, CNRS, Synth Organ Lab, F-91128 Palaiseau, France

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 16期

关键词：

D O I：

10.1021/ol026221m

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The readily available N-(O-ethyl thiocarbonylsulfanyl)amides are powerful amidyl radical precursors that undergo 5-exo cyclization to give pyrrolidinone derivatives via a radical-chain reaction initiated by a small amount of lauroyl peroxide.

引用

页码：2707 / 2709

页数：3

共 19 条

[1] IMINYL, AMIDYL, AND CARBAMYL RADICALS FROM O-BENZOYL OXIMES AND O-BENZOYL HYDROXAMIC ACID-DERIVATIVES
BOIVIN, J
CALLIERDUBLANCHET, AC
QUICLETSIRE, B
SCHIANO, AM
ZARD, SZ
[J]. TETRAHEDRON, 1995, 51 (23) : 6517 - 6528
[2] Spirolactams by a novel ipso-radical cyclisation and loss of aromaticity
Boivin, J
Yousfi, M
Zard, SZ
[J]. TETRAHEDRON LETTERS, 1997, 38 (34) : 5985 - 5988
[3] Synthesis of heterocycles by radical cyclisation
Bowman, WR
Bridge, CF
Brookes, P
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (01): : 1 - 14
[4] AMIDYL AND CARBAMYL RADICALS BY STANNANE MEDIATED CLEAVAGE OF O-BENZOYL HYDROXAMIC ACID-DERIVATIVES
CALLIER, AC
QUICLETSIRE, B
ZARD, SZ
[J]. TETRAHEDRON LETTERS, 1994, 35 (33) : 6109 - 6112
[5] A NEW SOURCE OF NITROGEN CENTERED RADICALS
CALLIERDUBLANCHET, AC
QUICLETSIRE, B
ZARD, SZ
[J]. TETRAHEDRON LETTERS, 1995, 36 (48) : 8791 - 8794
[6] Clark AJ, 1999, SYNLETT, P444
[7] Clark AJ, 1999, SYNLETT, P441
[8] CONG XH, UNPUB
[9] CHEMISTRY OF AMIDYL RADICALS PRODUCED FROM N-HYDROXYPYRIDINE-2-THIONE IMIDATE ESTERS
ESKER, JL
NEWCOMB, M
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (18) : 4933 - 4940
[10] MULTIPLE REACTION CHANNELS OF (N-ACYL-N-ALKYLCARBAMOYL)OXYL RADICALS FROM N-ACYL PTOC CARBAMATES
ESKER, JL
NEWCOMB, M
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (10) : 2779 - 2786

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