Department of Chemistry, University of California, Berkeley, California 94720, USA.
Org Lett. 2012 Nov 2;14(21):5400-3. doi: 10.1021/ol3024117. Epub 2012 Oct 12.
Direct C(6) alkylation of pyridyl alcohols can be achieved following an initial deprotonation of the hydroxy group. This transformation, which is believed to occur by a Chichibabin-type alkylation, avoids lateral deprotonation prior to pyridine ring alkylation and gives increased regioselectivity for C(6) over C(4) alkylation.
吡啶醇的直接 C(6)烷基化可以通过羟基的初始去质子化来实现。这种转化被认为是通过 Chichibabin 型烷基化发生的,它避免了吡啶环烷基化前的侧链去质子化,提高了 C(6)相对于 C(4)的区域选择性。