PHOTOCHEMICAL-REACTIONS OF THIOAMIDES

被引：20

作者：

CRANK, G

MURSYIDI, A

机构：

[1] Department of Organic Chemistry, University of New South Wales, Kensington, NSW 2033

来源：

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY | 1990年 / 53卷 / 03期

关键词：

D O I：

10.1016/1010-6030(90)87134-W

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Primary thioamides were photolysed by UV light in a nitrogen atmosphere to the corresponding nitriles with evolution of H2S. Irradiation in the presence of oxygen gave nitriles, amides, carboxylic acids and 3,5-disubstituted-1,2,4-thiadiazoles together with sulphur, SO2 and SO42- but no H2S. Secondary and tertiary thioamides were stable under both conditions. Singlet oxygen oxidation of primary thioamides gave products identical with those of the non-sensitized photo-oxidation. Singlet oxygen also reacted with secondary and tertiary thioamides forming the corresponding amides with expulsion of sulphur. Reaction pathways for the formation of the observed products are discussed. © 1990.

引用

页码：301 / 310

页数：10

共 10 条

[1]

BUCKINGHAM J, 1982, DICT ORGANIC COMPOUN, V5, P4847

[2] ELECCTRONIC EFFECTS IN E2 REACTIONS .3. BASE-INDUCED ELIMINATIONS OFSOME PHENYL 2-PENTYL SULFONES [J].