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Lithiation of Nprotecteddihydro1,4benzoxaziness

Authors :
Lu, Yansong J.
Hu, Bin
Prashad, Mahavir
Kabadi, Shaum
Repi, Oljan
Blacklock, Thomas J.
Source :
Journal of Heterocyclic Chemistry; July 2006, Vol. 43 Issue: 4 p1125-1127, 3p
Publication Year :
2006

Abstract

Lithiation of Nprotected2,3dihydro1,4benzoxazines is described. Lithiation of Ntertbutoxycarbonyl2,3dihydro1,4benzoxazine 1 with BuLiTMEDA occurred in the αposition to nitrogen on the heterocyclic ring, leading to the unexpected ringopened product 3. On the other hand, lithiation of Nmethyl2,3dihydro1,4benzoxazine 4 took place at the oxygenadjacent orthoposition of the aromatic ring.

Details

Language :
English
ISSN :
0022152X and 19435193
Volume :
43
Issue :
4
Database :
Supplemental Index
Journal :
Journal of Heterocyclic Chemistry
Publication Type :
Periodical
Accession number :
ejs21009689
Full Text :
https://doi.org/10.1002/jhet.5570430448