OXIDATION OF SUBSTITUTED PYRIDINES PYRCHRSIME(3) (R=H, ME, PH) AND SUBSTITUTED QUINOLINES QNCH(2)SIME(3) WITH HYPERVALENT IODINE REAGENTS

Authors
ANDREWS IP LEWIS NJ MCKILLOP A WELLS AS
Citation
Ip. Andrews et al., OXIDATION OF SUBSTITUTED PYRIDINES PYRCHRSIME(3) (R=H, ME, PH) AND SUBSTITUTED QUINOLINES QNCH(2)SIME(3) WITH HYPERVALENT IODINE REAGENTS, Heterocycles, 43(6), 1996, pp. 1151-1158
Citations number
7
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
43
Issue
6
Year of publication
1996
Pages
1151 - 1158
Database
ISI
SICI code
0385-5414(1996)43:6<1151:OOSPP(>2.0.ZU;2-H
Abstract
Oxidation of a variety of substituted pyridines, PyrCHRSiMe(3) (R = H, Me, Ph) and quinolines, QnCH(2)SiMe(3) with hypervalent iodine reagen ts PIDA, (PhI(OCOCH3)(2)) and PIFA, (PhI(OCOCF3)(2)) has been studied. Oxy-desilylation with PIDA/TBAF gives low to moderate yields of PyrCH ROR(1) and QnCH(2)OR(1) (R(1) = H, Ac), while good yields of PyrCHROH and QnCH(2)OH are obtained when PIFA is used.