ABNORMAL NUCLEOPHILIC-SUBSTITUTION IN 3-TRICHLOROMETHYLPYRIDINE, ITS N-OXIDE AND 3,5-BIS(TRICHLOROMETHYL)PYRIDINE

Authors
CARTWRIGHT D FERGUSON JR GIANNOPOULOS T VARVOUNIS G WAKEFIELD BJ
Citation
D. Cartwright et al., ABNORMAL NUCLEOPHILIC-SUBSTITUTION IN 3-TRICHLOROMETHYLPYRIDINE, ITS N-OXIDE AND 3,5-BIS(TRICHLOROMETHYL)PYRIDINE, Tetrahedron, 51(47), 1995, pp. 12791-12796
Citations number
5
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
51
Issue
47
Year of publication
1995
Pages
12791 - 12796
Database
ISI
SICI code
0040-4020(1995)51:47<12791:ANI3IN>2.0.ZU;2-0
Abstract
The scope of abnormal reactions of nucleophiles with beta-trichloromet hylazines is further explored: reactions of 3-trichloromethylpyridine with nucleophiles other than methoxide, and reactions of 3-trichlorome thylpyridine N-oxide and 3,5-bis(trichloromethyl)pyridine with methoxi de. Attack at ;a ring carbon, followed by hydrogen migration to the si de-chain, occurred in most cases, though attack at the trichloromethyl carbon was also sometimes observed.