This submission belongs to the session a. General Organic Synthesis of the event The 2nd International Electronic Conference on Synthetic Organic Chemistry
Published date
01 Nov, 1998
Citation
E. Alonso, F. Alonso, A. Bachki, K. Choudhury, F. Foubelo, C. Gomez, A. Guijaro, D. Guijaro, A. Gutierrez, F. F. Huerta, E. Lorenzo, P. Martinez, J. J. Ortiz, I Pastor, G. E. Radivoy, D. J. Ramin, S. Suiz, T. Soler, M. Yus, The Lithium-arene (cat.) System: New Applications to Organic Transformations, in Proceedings of The 2nd International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 1998, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-2-01679
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The Lithium-arene (cat.) System: New Applications to Organic Transformations
E. Alonso 1
F. Alonso 1
A. Bachki 1
K. Choudhury 1
F. Foubelo 1
C. Gomez 1
A. Guijaro 1
D. Guijaro 1
A. Gutierrez 1
F. F. Huerta 1
E. Lorenzo 1
P. Martinez 1
J. J. Ortiz 1
I Pastor 1
G. E. Radivoy 1
D. J. Ramin 1
S. Suiz 1
T. Soler 1
M. Yus 1
1. Departamento de Quimica Organica, Universidad de Alicante, E-03080 Alicante, Spain.
Abstract
Epoxide 1 and benzamides 4 can be transformed, by means of an excess of lithium and a catalytic amount of an arene (naphthalene or DTBB) upon reaction of intermediates 2 and 5 with different electrophiles, into the D-glucose 3 and cyclohexadiene derivatives 6, respectively. The same couple lithium-arene in the presence of nickel chloride dihydrate can also be used in the reduction of halogenated compounds 7 to yield products 8.
Keywords
Anilines
chloroacetamides
sulfur
monothiooxamides
2-carbamoylbenzothiazoles
thiooxanilic acids
benzothiazole-2-carboxylic acids.
A new approach to synthesis of 2-carbamoylbenzothiazoles
Reaction of oxalyl chloride with 1-(1-arylimidazolin-2-yl)-3-arylureas. Identification of products and possible course of reaction.