## Preparation of a,B-unsaturated thioamides and their reactions (1,4-addition and S' -1ithiation) with organometallics are described.
Regiocontrolled 1,2-, 1,4-, and 1,6-additions of organometallics to unsaturated thioamides
β Scribed by Y. Tamaru; T. Harada; S. Nishi; Z. Yoshida
- Publisher
- Elsevier Science
- Year
- 1982
- Tongue
- French
- Weight
- 252 KB
- Volume
- 23
- Category
- Article
- ISSN
- 0040-4039
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π SIMILAR VOLUMES
## Abstract Ξ±,Ξ²βUnsaturated thioamides and vinylogous thioamides have been prepared by thermal addition of trithiocarbonates RSβC(S)SR^1^ to 1β(diethylamino)propyne. Aromatic dithio esters ArβC(S)SR only gave the Ξ±,Ξ²βunsaturated thioamides. The dithio ester Me~2~CHβC(S)SMe adds as acidic enethiol t
afforded Diels-Alder adduct 14 and fragmentation product 32 with 2 and 3 respectively whereby reaction occurred on the less substituted double bond. No adducts were isolated upon treatment of naphthoquinone-sulfide 22 with either 2 or 3. The Diels-Alder adducts of benzoquinone-sulfoxide 9 and naphth