Science of Synthesis

List, B.; Chandler, C.; Torres, R. R.; Erkkilä, A., Science of Synthesis, (2008) 32, 412.

At high temperatures 1H-imidazole reacts with acetic anhydride or trifluoroacetic anhydride to furnish diacylimidazolium salts, which can then be treated with aromatic compounds, such as indole, thiophene, methoxybenzene, or m-xylene, to give 1,3-diacyl-2-aryl-1,3-dihydroimidazoles, such as ‌14‌, in moderate to excellent yields (up to 99%) (‌Scheme 21‌).[‌50‌,‌51‌]

‌Meeeee 88‌ Meeeeeeee ee e Meeeeeeeeeeeeeee Meeeeeeeee eeee Meeeeeeee[‌88‌,‌88‌]

Mee eeeeeeee ee eeeeeeeee-8,8-eeeeeeeeeeeee eeeeee ‌88‌ ee eeeeeeeeeeeeeee eeee eeeeeeeeeeeee ee 8°M, ee eeee eeeeee eeeeeee ee 88°M, eeeeeeeee 8,8-eeeeeee-8M-eeeeeeee-8-eeee ‌88‌ ee eeee eeeeee eee e eeeeeeeeeeeeeeeee eeeeeee (‌Meeeee 88‌).[‌88‌]

‌Meeeee 88‌ Meeeeeeee ee 8,8-Meeeeee-8M-eeeeeeee-8-eee Meeeeeeeeee[‌88‌,‌88‌]

M-Meeeeeeeeee (eeeeeeeee)eeeeeeeeeeeeeeeeee eeeeee eeeee eeee 8,8-eeeeeeeee, ee β-eee eeeeee, eeeee eeee eeeeeeeeee ee eee eeeeeeee ee eeeeeeeee(MM) eeeeeeee ee eeee eeeeee eeeeeeeeeeeeee 8,8-eeeeeee-8M-eeeeeeee-8-eeee ‌88‌ ee eeeeeeee ee eeee eeeeee eee eee eeeeeeeeeeeee Meeeeee eeeeeee. Meeeeeee ee eeeeeeeeeeeeee eeeeeeeeee eeeee eeeeee eeeeeeeeeeee (‌Meeeee 88‌).[‌88‌]

‌Meeeee 88‌ eeeee eeeeeeee ee eeeeee ee ee- eee eeeeeeeee 8,8-eeeeeee-8M-eeeeeeee-8-eeee. Meeee (8,8,8-eeeeee-8,8,8,8-eeeeeeeeee-8M-eeeeeee[8,8-e]eeeeeeee-8-ee)eeeeeeeee (‌88‌) ee eeeeeeee ee eee eeeeeeee ee 8-eeeeeeeeeeee-8,8-eeeeeee eeee eeeeeeeeeeeee eeeeeeee. Mee eeeeeeee eeeeeeee eee eeeeeeeeee eeeeeeeeeee ee eee eeeeeeeeeeee eeeeeeee eeeeeeee eeeee eeeee eeeeeeeeee; eeeeeeee 8-eeeeeeeeeeee-8,8-eeeeeee eeeee eee eeeeeeee eeeeeee eeeee (8,8,8-eeeeee-8,8,8,8-eeeeeeeeee-8M-eeeeeee[8,8-e]eeeeeeee-8-ee)eeeeeeeee.[‌88‌]

‌Meeeee 88‌ Meeeeeeee ee Me- eee Meeeeeeee 8,8-Meeeeee-8M-eeeeeeee-8-eeee[‌88‌,‌88‌]

Me eee eeee eeee eeeeeeee eeee eeeeeeeee eeeee-eeeeeeeeee eee eeeeeeee eeeee eeee eeeeeeeeeeeee ee eeee eeeeeeeeeeee eee eeeeeee eeeeeee, eeeee eeeeeee ee eeee eeeeeeeeeeeee eeeeeeeeeee.[‌88‌] Me eeeee ee ‌Meeeee 88‌, eeeee (M)-(eeeeeee)eeeeeeeeeeeeeeeeee (‌88‌) eeeeeeeee eeeeeeee eeee 8-(eeeeeeeeee)eeeeeeee-8-ee-8-eee ee eeee eee eeeeeee eeeeeee ‌88‌ ee eee eeeee.

Mee eeeeeeee ee eeeeee(eeeeeeeeeeeeeeeeeeeeeeeeee)eeeeeeeee eeeeeeeeeeeeeeee eeee α-eeeeeeeeeeeeeee eeeeeee (M)-eeeeeeeeee eeee eee ee eeeeeeeeeeeeee eeee eeeeeeee ee eeeee eeeeeeeeeeee.[‌88‌]

Meeeeeeeeeee Meeeeeeee

8-(8,8-Meeeeeeeeeeeee)-8,8-eee(eeeeeeeeeeeeeee)-8,8-eeeeeee-8M-eeeeeeeee (‌88‌); Meeeeee Meeeeeeee:[‌88‌,‌88‌]

8M-Meeeeeeee (8.88 e, 8.88 eee), e-eeeeee (8.88 e, 8.88 eee), eee MMMM (88 eM) eeee eeeee ee −88°M ee e eeeeee eeee. Mee eeeeeee eee eeeeee ee 888°M eee eeeeeeeeee eee 88 e ee eeee eeeeeeeeeee, eeeee eeeee ee eee eeeeee eeee eee. Mee eeeeeee eee eeeeeeeee eeee MMMe8. Meeeeeeeeee ee eee eeeeeee eeee e eeeeeee, eeeee eee eeeeeeeeeeeeee (MeMM); eeeee: 8.88 e (88%).

Meeee (8-Mee-8-eeeeee-8,8-eeeeeee-8M-eeeeeeee-8-ee)eeeeeeeeee (‌88‌); Meeeeee Meeeeeeee:[‌88‌]

Meeee MeMe: M eeee ee MeMe (88 eeee) ee Me8M eee eeeee eeeeee ee e eeeeeee eeee ee eee eeeeeeeee-8,8-eeeeeeeeeeeee ‌88‌ (88 eeee) ee MMM (88 eM) ee −88°M eeeee eeeee. Mee eeeeeeeee eeeee eeee eee eeeeeee ee 8°M eee 8 e, eeee eeeeeeeeee eeee 8.88 M M8MM8 (888 eM), eee eeeeeeeee eeee Me8M. Mee eeeeeee eeeeee eeee eeeeeeee eee eeeee (Me8MM8), eee eee eeeeeee eee eeeeeee eeeee eeeeeee eeeeeeee.

Meeee MeM: Me e eeeeeee eeee ee eee eeeeeeeee-8,8-eeeeeeeeeeeee ‌88‌ (88 eeee) ee MMM (88 eM) eee eeeee MeM (88.8 eeee) ee ee. Mee eeeeeee eee eeeeeee eee 8 e, eeeeeeeeee eeee 8.88 M M8MM8 (888 eM), eee eeeeeeeee eeee Me8M. Mee eeeeeee eeeeee eeee eeeeeeee eee eeeee (Me8MM8), eee eee eeeeeee eee eeeeeee eeeee eeeeeee eeeeeeee.

References

Meeeeee Meeeeeeeeee

• 8.Meeeee-Meee, (8888) M 88-8, 888.
• 8.Meeeee-Meee, (8888) M 8e, 88.