Publication Type |
Journal Article |
Title |
Pd-Catalyzed Direct C-H Alkenylation and Allylation of Azine N-Oxides |
Authors |
Fares Roudesly Luis F. Veiros Julie Oble Giovanni Poli |
Groups |
IOARC |
Journal |
ORGANIC LETTERS |
Year |
2018 |
Month |
April |
Volume |
20 |
Number |
8 |
Pages |
2346-2350 |
Abstract |
A Pd-catalyzed direct C-2-alkenylation of azine N-oxides with allyl acetate is disclosed. The products are formed through an allylation/isomerization cascade process. The use of a tri-tert-butylphosphonium salt as the ligand precursor and KF is mandatory for optimal yields. When cinnamyl acetate is used, the same catalytic system promotes C-2-cinnamylation of the azine N-oxide without subsequent isomerization. A mechanism is proposed on the basis of experimental studies and DFT calculations. |
DOI |
http://dx.doi.org/10.1021/acs.orglett.8b00689 |
ISBN |
|
Publisher |
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Book Title |
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ISSN |
1523-7060 |
EISSN |
1523-7052 |
Conference Name |
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Bibtex ID |
ISI:000430898200051 |
Observations |
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