SYNTHESIS OF THIACYCLOOCTENO-1,2,3-SELENADIAZOLES

被引：5

作者：

SCHUHMACHER, H ^{[1
]}

MEIER, H ^{[1
]}

机构：

[1] UNIV MAINZ,INST ORGAN CHEM,JJ BECHER WEG 18-22,W-6500 MAINZ,GERMANY

来源：

ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES | 1992年 / 47卷 / 04期

关键词：

THIACYCLOOCTANONES; 1,2,3-SELENADIAZOLES; REGIOSELECTIVE RING CLOSURE;

D O I：

10.1515/znb-1992-0417

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The isomeric thiacyclooctanones 1b-d are transformed via the semicarbazones Z-2b,c, E-2b,c and 2d to the bicyclic 1,2,3-selenadiazoles 3b,c, 3b',c' and 3d. The ring closure reaction with SeO2 is highly regioselective and doesn't depend on the Z/E-ratio of the semicarbazones. A detailed H-1 and C-13 NMR study was made for 1, 2 and 3.

引用

页码：563 / 566

页数：4

共 10 条

[1] PHOTOCHEMICAL REACTIONS OF GAMMA-KETO SULFIDES [J].

JOHNSON, PY ;

BERCHTOL.GA .

JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (03) :584-&

[2]

Krief A, 1988, ORGANOSELENIUM CHEM, V1

[3] TRANSANNULAR INTERACTION BETWEEN SULFIDE AND KETONE GROUPS [J].

LEONARD, NJ ;

MILLIGAN, TW ;

BROWN, TL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1960, 82 (15) :4075-4084

[4]

MEIER H, 1981, Z NATURFORSCH B, V36, P1017

[5]

MEIER H, IN PRESS METHODEN OR

[6] REACTIONS IN MEDIUM-SIZED CYCLIC SULFIDES [J].

OVERBERGER, CG ;

RINGSDORF, H ;

BARKAN, P ;

LUSI, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1962, 84 (14) :2814-&

[7]

PONOMAREV AA, 1964, ZH OBSHCH KHIM+, V34, P1246

[8]

PONOMAREV AA, 1967, METODY POLUCH KHIM R, P137

[9]

STAVRIDOU E, 1989, LIEBIGS ANN CHEM, P435

[10] REGIOSELECTIVITY OF RING-CLOSURE REACTIONS TO 1,2,3-THIADIAZOLES AND 1,2,3-SELENADIAZOLES [J].

ZIMMER, O ;

MEIER, H .

CHEMISCHE BERICHTE-RECUEIL, 1981, 114 (09) :2938-2946

← 1 →