Approximate rate constants for cyclizations of alkyl radicals onto benzyl oxime ethers

被引：20

作者：

Kim, S

Kim, Y

Yoon, KS

机构：

[1] Dept. Chem. Korea Adv. Inst. Sci. T.

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 14期

关键词：

D O I：

10.1016/S0040-4039(97)00373-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The approximate rate constants for 5-exo and 6-exo cyclizations of alkyl radicals onto oxime ethers have been kinetically determined to be 4.2x10(7) s(-1) and 2.4x10(6) s(-1) at 80 degrees C, respectively. The competition studies gave similar results, confirming the effectiveness of rate constants obtained from kinetic studies. (C) 1997 Elsevier Science Ltd.

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页码：2487 / 2490

页数：4

相关论文

共 31 条

[1]

BARTLETT PA, 1988, J AM CHEM SOC, V110, P1663

[2] PREPARATION OF 6 MEMBERED CARBOCYCLES BY ARYL-TELLURIUM MEDIATED FREE-RADICAL CYCLIZATION [J].

BARTON, DHR ;

DALKO, PI ;

GERO, SD .

TETRAHEDRON LETTERS, 1991, 32 (36) :4713-4716

[3] REACTIONS OF METHYL-SUBSTITUTED HEX-5-ENYL AND PENT-4-ENYL RADICALS [J].

BECKWITH, ALJ ;

EASTON, CJ ;

LAWRENCE, T ;

SERELIS, AK .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1983, 36 (03) :545-556

[4]

BOWMAN WR, 1995, TETRAHEDRON LETT, V36, P5623

[5] CYCLIZATION OF CARBINYL RADICALS ONTO IMINES AND HYDRAZONES [J].

BOWMAN, WR ;

STEPHENSON, PT ;

TERRETT, NK ;

YOUNG, AR .

TETRAHEDRON LETTERS, 1994, 35 (34) :6369-6372

[6] RATE CONSTANTS AND ARRHENIUS PARAMETERS FOR THE REACTIONS OF PRIMARY, SECONDARY, AND TERTIARY ALKYL RADICALS WITH TRI-NORMAL-BUTYLTIN HYDRIDE [J].

CHATGILIALOGLU, C ;

INGOLD, KU ;

SCAIANO, JC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (26) :7739-7742

[7] CONVERSION OF KETONES HAVING DELTA,EPSILON-PI-FUNCTIONS TO CYCLOPENTANOLS BY ZINC-TRIMETHYLCHLOROSILANE [J].

COREY, EJ ;

PYNE, SG .

TETRAHEDRON LETTERS, 1983, 24 (28) :2821-2824

[8]

Curran D. P., 1991, COMPREHENSIVE ORGANI, V4, P715

[9] THE DESIGN AND APPLICATION OF FREE-RADICAL CHAIN REACTIONS IN ORGANIC-SYNTHESIS .2. [J].

CURRAN, DP .

SYNTHESIS-STUTTGART, 1988, (07) :489-513

[10] FREE-RADICAL CYCLIZATIONS OF TERMINAL ALKYNES WITH OXIME ETHERS [J].

ENHOLM, EJ ;

BURROFF, JA ;

JARAMILLO, LM .

TETRAHEDRON LETTERS, 1990, 31 (26) :3727-3730

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