RADICAL-ADDITION OF VARIED FUNCTIONALITY VIA PHENYLSELENENYL TRANSFER

被引：24

作者：

BYERS, JH

HARPER, BC

机构：

[1] Deparment of Chemistry and Biochemistry, Middlebury College Middlebury

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 46期

关键词：

D O I：

10.1016/S0040-4039(00)60904-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Simple phenylselenenyl ketones, esters, nitriles, and sulfones were added to octene upon photolysis. These addition reactions illustrate that the process of carbon-carbon bond formation accompanied by phenylselenenyl transfer possesses more general applicability than has previously been demonstrated or suspected.

引用

收藏

页码：6953 / 6954

页数：2

相关论文

共 11 条

[1]

BROCKSOM TJ, 1974, J ORG CHEM, V39, P2114, DOI 10.1021/jo00928a032

[2] RADICAL-ADDITION OF DIETHYL (2-PHENYLSELENO)PROPANEDIOATE TO OLEFINS [J].

BYERS, JH ;

LANE, GC .

TETRAHEDRON LETTERS, 1990, 31 (40) :5697-5700

[3] HEXENYL RADICAL CYCLIZATION VIA PHENYL SELENIDE TRANSFER [J].

BYERS, JH ;

GLEASON, TG ;

KNIGHT, KS .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (06) :354-356

[4] RADICAL ANNULATION REACTIONS OF ALLYL IODOMALONONITRILES [J].

CURRAN, DP ;

SEONG, CM .

TETRAHEDRON, 1992, 48 (11) :2175-2190

[5] ATOM TRANSFER CYCLIZATION REACTIONS OF HEX-5-YNYL IODIDES - SYNTHETIC AND MECHANISTIC STUDIES [J].

CURRAN, DP ;

CHEN, MH ;

KIM, D .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (16) :6265-6276

[6] ATOM TRANSFER CYCLIZATION REACTIONS OF ALPHA-IODO ESTERS, KETONES, AND MALONATES - EXAMPLES OF SELECTIVE 5-EXO, 6-ENDO, 6-EXO, AND 7-ENDO RING CLOSURES [J].

CURRAN, DP ;

CHANG, CT .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (13) :3140-3157

[7] ADDITIONS OF MALONONITRILE RADICALS TO ALKENES - NEW EXAMPLES OF 1,2-ASYMMETRIC INDUCTION IN IODINE AND PHENYLSELENIUM TRANSFER-REACTIONS [J].

CURRAN, DP ;

THOMA, G .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (11) :4436-4437

[8] ATOM TRANSFER ADDITION AND ANNULATION REACTIONS OF PROPARGYL IODOMALONONITRILE [J].

CURRAN, DP ;

SEONG, CM .

TETRAHEDRON, 1992, 48 (11) :2157-2174

[9] SUBSTITUTION-REACTIONS OF THALLOUS THIOPHENOXIDE AND THALLOUS PHENYLSELENIDE WITH HALOGEN-BEARING SUBSTRATES [J].

DETTY, MR ;

WOOD, GP .

JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (01) :80-89

[10]

RENGA JM, 1980, ORG SYNTH, V59, P58