Synthesis of cyclic sulfides by nickel complexes catalyzed electroreduction of unsaturated thioacetates and thiosulfonates

被引：22

作者：

Ozaki, S ^{[1
]}

Matsui, E ^{[1
]}

Saiki, T ^{[1
]}

Yoshinaga, H ^{[1
]}

Ohmori, H ^{[1
]}

机构：

[1] Osaka Univ, Grad Sch Pharmaceut Sci, Osaka 5650871, Japan

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 44期

关键词：

D O I：

10.1016/S0040-4039(98)01802-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Functionalized cyclic sulfides with four to six membered rings were synthesized by ring closure of the labile thiols which were formed in situ by the nickel complex catalyzed electroreduction of the thioacetates and thiosulfonates having suitably placed electrophilic olefins or acetylenes. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：8121 / 8124

页数：4

共 20 条

[1] Synthesis of five-, six-, and seven-membered heterocycles by intramolecular ring opening reactions of 3-oxetanol derivatives [J].

Bach, T ;

Kather, K ;

Krämer, O .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (06) :1910-1918

[2] RULES FOR RING-CLOSURE [J].

BALDWIN, JE .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1976, (18) :734-736

[3]

BASTIEN G, 1982, B SOC CHIM FR II-CH, P84

[4] THE KINETICS AND MECHANISM OF RING-OPENING OF RADICALS CONTAINING THE CYCLOBUTYLCARBINYL SYSTEM [J].

BECKWITH, ALJ ;

MOAD, G .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1980, (07) :1083-1092

[5] REGIO-SELECTIVITY AND STEREO-SELECTIVITY IN RADICAL REACTIONS [J].

BECKWITH, ALJ .

TETRAHEDRON, 1981, 37 (18) :3073-3100

[6] PREPARATION OF EPISULFIDES FROM ALKENES VIA SUCCINIMIDE-N-SULFENYL CHLORIDE OR PHTHALIMIDE-N-SULFENYL CHLORIDE ADDUCTS [J].

BOMBALA, MU ;

LEY, SV .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1979, (12) :3013-3016

[7]

DUPUY C, 1980, B SOC CHIM FR II-CH, P361

[8] Synthesis of cyclic sulfides using phenylthio migration [J].

Eames, J ;

Jones, RVH ;

Warren, S .

TETRAHEDRON LETTERS, 1996, 37 (05) :707-710

[9]

FELDMAN KS, 1993, SYNLETT, P827

[10]

KARAULOVA EN, 1987, RUSS CHEM REV, V56, P546

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