Oximes

At 180-190°C and in the presence of a weak base (usually K2CO3), ketoximes bearing an a-methylene react with DMC to yield N-methyl oxazolinones (Scheme 4.14).34 This reaction is general for both linear and cyclic oximes, and exemplifies a selective methoxycarbonylation reaction at a high temperature. In fact, the first step is the BAc2 attack of the oxygen atom on the DMC carbonyl. Then, the reaction proceeds through an N-methylation and a final [3,3]-sigmatropic rearrangement, as shown in Scheme 4.15.

k2co3 R'vn

Was this article helpful?

0 0
Growing Soilless

Growing Soilless

This is an easy-to-follow, step-by-step guide to growing organic, healthy vegetable, herbs and house plants without soil. Clearly illustrated with black and white line drawings, the book covers every aspect of home hydroponic gardening.

Get My Free Ebook


Post a comment