Reaction of thiolesters with nitrogen ylides

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F08%3A00315593" target="_blank" >RIV/61388963:_____/08:00315593 - isvavai.cz</a>

Result on the web

—

DOI - Digital Object Identifier

—

Result language

angličtina

Original language name

Reaction of thiolesters with nitrogen ylides

Original language description

By pairing unstabilized nitrogen ylides generated in situ with functionalized thiolesters under ambient conditions new intramolecular carbon-carbon bond forming reaction was developed. The scope of the reaction was illustrated on a series of substitutedthiolester substrates yielding a new method for the synthesis of 2-substituted tetrahydrothienyl compounds through unique 1,2-thiolate shift. While the nitrogen ylides were used in synthesis previously, ours is just one of a few reactions where unstabilized nitrogen ylides have been utilized in synthetically meaningful transformation.

Czech name

Nová intramolekulární reakce thioesteru s dusíkatými ylidy

Czech description

In situ generované dusíkaté ylidy reagují s funkcionalizovanými thioestery v selektivní intramolekularní reakci. Klíčovým krokem je unikatní 1,2-thiolatový přesmyk, ktery vede k substituovaným tetrahydrothiofenum ve vysokých výtěžcích.

Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CC - Organic chemistry

OECD FORD branch

—

Project

—

Continuities

Z - Vyzkumny zamer (s odkazem do CEZ)

Publication year

2008

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

European Journal of Organic Chemistry

ISSN

1434-193X

e-ISSN

—

Volume of the periodical

-

Issue of the periodical within the volume

10

Country of publishing house

DE - GERMANY

Number of pages

3

Pages from-to

—

UT code for WoS article

000254866200003

EID of the result in the Scopus database

—