Radical and Nitrenoid Reactivity of 3-Halo-3-phenyldiazirines

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F16%3A43902181" target="_blank" >RIV/60461373:22310/16:43902181 - isvavai.cz</a>

Alternative codes found

RIV/61388963:_____/16:00463534

Result on the web

<a href="http://dx.doi.org/10.1021/acs.orglett.6b01753" target="_blank" >http://dx.doi.org/10.1021/acs.orglett.6b01753</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1021/acs.orglett.6b01753" target="_blank" >10.1021/acs.orglett.6b01753</a>

Result language

angličtina

Original language name

Radical and Nitrenoid Reactivity of 3-Halo-3-phenyldiazirines

Original language description

3-Halo-3-phenyl-3H-diazirines (halogen = Br or Cl) undergo a dissociative single-electron transfer from alkyllithiums (RLi) in THF-based solvent mixtures. The resulting 3-phenyldiazirinyl radical, observed by EPR spectroscopy, is eventually transformed to benzonitrile. In Et2O, 2 equiv of RLi add to both nitrogens of halodiazirine N=N bond, affording N,N'-dialkylbenzamidines. The nitrenoid reactivity of some N-alkyl-1H-diazirine intermediates is manifested by their insertion into the alpha-C-H bond of THF or Et2O.

Czech name

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Czech description

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Type

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

CEP classification

CC - Organic chemistry

OECD FORD branch

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Project

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Continuities

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2016

Confidentiality

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

Name of the periodical

Organic Letters

ISSN

1523-7060

e-ISSN

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Volume of the periodical

18

Issue of the periodical within the volume

15

Country of publishing house

US - UNITED STATES

Number of pages

4

Pages from-to

3734-3737

UT code for WoS article

000381236300057

EID of the result in the Scopus database

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