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Gold(I)-Catalyzed 6- endo-Dig Hydrative Cyclization of an Alkyne-Tethered Ynamide: Access to 1,6-Dihydropyridin-2(3 H)ones.

Authors :
Ghosh, Nayan
Nayak, Sanatan
Sahoo, Akhila K.
Source :
Chemistry - A European Journal. Jul2013, Vol. 19 Issue 29, p9428-9433. 6p.
Publication Year :
2013

Abstract

Hydrate your chemistry! Hydrative cyclization of 5‐yne‐ynamides in the presence of Echavarren's catalyst and p‐toluenesulphonic acid (PTSA)⋅H2O at room temperature affords an array of 1,6‐dihydropyridin‐2(3H)one derivatives. Isomerization, epoxidation, and hydrogenation of the double bond and insertion of an extended π‐conjugate system into the pyridinone skeleton have been successfully accomplished (see scheme; Ts=tosyl). [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
09476539
Volume :
19
Issue :
29
Database :
Academic Search Index
Journal :
Chemistry - A European Journal
Publication Type :
Academic Journal
Accession number :
88931701
Full Text :
https://doi.org/10.1002/chem.201301599