Navigation

0 Hits

  • Previous / Next

You are using Science Of Synthesis as a Guest.
Please login to access the full content or check if you have access via
21.3.1.2.1 Method 1: Displacement Reactions

DOI: 10.1055/sos-SD-021-00253

Cha, J. K.Science of Synthesis, (200521328.

N-(1-Haloalkyl) amides and carbamates are widely used as α-amidoalkylating agents, since they react readily with nucleophiles and thus allow the convenient introduction of other heteroatom functionalities or the formation of CC bonds. N-Acylimine or iminium ions are probably intermediates in such displacement reactions, some illustrations of which are shown in Scheme 5.[‌1‌]

Meeeee 8 Meeeeeeeeeee Meeeeeeee ee M-(α-Meeeeeeee) Meeeee[‌8‌]

MM8 Meeeeeeeeeee ee eee eeeeee eeee eeeeeeeee ee eeeeeeeeeeeee ee eeeeeeee eeee eeeeee, eee eeeeeeee, eeeeeeeeeeee eee eeeeeeee eeeee eeeeeeeee eeeeeeeeee eeeeeeeeee. Mee eeeeeee, eeeeeeeee ee eeeeeeeeeeeeeeeee eeeeee eeeeeeeeee eeeeeeeeeeee 8 eeee eeee eeee eee eeeee eeeeeeeeee ee eeeeee eeeeeeeeeeeeeee ee eeeeeeeeeeeeeee eeeee eee eeeeeee 88 eeee eeeee eeeeeeeee ee eeeeeeeeeeeee. Meee eeeeee eeeeeeeeee ee eee eeeeeeeeeeeeeeeee eeee eeeeee eeeeeee 88 eeeee eeeee eeeeeeeeee eee eeeee eeee eeee eeeeeeee ee eeeeeeee eeee eeee eeee eee eeeeeeeee eeeeeeeeee ee eeeeee eeeeeeeeeeeeeee ee eeee (Meeeee 8).[‌88‌]

Meeeee 8 MM8 Meeeeeeeeeee ee ee M-(α-Meeeeeeeee)eeeeeeeee[‌88‌]

Mee eeeeeeeee ee M-(eeeeeeeee)-8-eeeeeeeeeeeee 88 (M8=M), ee eeeeeeeee 88 (M8=MM8M8) (eeee eeeeee 88), eeee eeeeeeee eeeeee (e.e., eeeeeeeeeeeee ee M,M-eeeeeeeeeeeeeeeeeeeee) eeeee eeeeee eeeeeeee α-eeeeeeeee eeeeeeee 88, eeeee eeeee eeee e eeeeee ee M-eeeeeeeeeeee ee eeeeeee M-eeeeeeeee α-eeeee eeee eeeeee 88 (Meeeee 8).[‌8‌,‌88‌]

Meeeee 8 Meeeeeeeee ee M-Meeeeeeee Meeeeeee ee Meeeeeeee[‌8‌,‌88‌]

Meeeeeeeeeee Meeeeeeee

(8M,8M,8M)-8-(eeee-Meeeeeeeeeeeee)-8,8-eeeeeeee-8-eeeeeeeeeeeeeeeeeeeeeee-8-eee (88); Meeeeee Meeeeeeee:[‌88‌]

M 88% eeeeeeeeee ee MeM (8ee, 8.88eeee) ee eeeeeee eee eee eeeee ee e eeeeeee eeee ee MeMM (88 μM, 8.88eeee, 8.8 eeeee) ee MMM (8eM) ee 8°M. Meeee 88eee, eee eeeeeeeeee eee eeeee eee e eeeeeee ee e eeee ee eee eeeeeee 8 (888ee, 8.88eeee) ee MMM (8eM) ee 8°M. Meeee 8eee, eee eeeeeee eee eeeeeeee eeee M8M eee eeeeeeeeee eeeeeeeee eeee MM8Me8. Mee eeeeeeee eeeeeee eeeeeeee eeee eeeee (Me8MM8), eeeeeeee eee eeeeeeeeeeee eeeee eeeeeee eeeeeeee, eee eee eeeeeee eee eeeeeeee ee eeeeeeeeeeeeee ee eeeeee e eeeeee eeeee; eeeee: 88.8ee (88%).

References


Cookie-Einstellungen