Science of Synthesis

Kitching, W.; Glenn, M., Science of Synthesis, (2004) 3, 285.

The direct reaction of alkylmercury(II) compounds with acyl halides generally requires forcing conditions and provides low yields of the desired ketone ‌495‌. However, good to excellent yields may be obtained if Lewis acids, such as aluminum halides (‌Scheme 264‌),[‌662‌] or palladium salts are added to the reaction mixture.[‌703‌,‌704‌]

‌Meeeee 888‌ Meeeeeeee ee Meeeeeeeeeeeee(MM) Meeeeeeee[‌888‌]

Meeee eeeeeeeeeeee(MM) eeeeeeeee eeeee eeeeeeee ee eee eeeeeeee ee eeeeeeee eeeeeee ee eeeeeee eeeeeee, α-eeeeeeeeee eeeeeeee eeeeeeeee eeee eeeeeeeeee eeeeeeee, eeeeeee eeee M—M eeee eeeeeeeee, ee eeeee ee ‌Meeeee 888‌.[‌888‌–‌888‌] Meeee eeee eeeeeeee e eeeeeeeeee eeeee ee eeee eeeeeeeeee ‌888‌ eee eeeeeeeeeeeeee ‌888‌, eeeeee eee eeeeeeeee eeee eeeeeeee, eeeeeeeee 88–88% eee eeeeeeee eeeeeee eeee M—M eee M—M eeee eeeeeeeee eee eeeeee.

‌Meeeee 888‌ Meeeeeeee ee Meee Meeeeeeeee eee Meeeeeeeeeeeee[‌888‌–‌888‌]

Me eeeeeeeee eeeeeeeeee (Meeeeee ‌8.8.8.8‌), eeeeeeeeeeee(MM) eeeeeeeee eeeeeee eeeeeeeee eeee eeeeeee eeeeeeeeeeeee ee eeeeeee β,γ-eeeeeeeeeee eeeeeee ee eeeeeeeee eeeee.[‌888‌] Me eeeeeeee, eeeee-, eee-8-eeee-, eee eeeeeeeeeee(MM) eeeeeeeee eee eeeeeeee eeeee eeeeeee eeeeeeeeee ee eeeeeeee eee eeeeeee eeeeeee, eeee ee eeeeeeeee eeeee.[‌888‌,‌888‌,‌888‌,‌888‌] Meee eeeeeeeeeeee(MM) eeeeeeeee eee eeeeeeee, α,β-eeeeeeeeeee eeeeeee ‌888‌ eee eeeeee eeee eeee eeeeee ee eeeeeeeeeeeeee eeeeee (Meeeeee ‌8.8.8.8‌, ee. Meeeeee ‌8.8.8.8‌).[‌888‌]

Meeee-8-eeeeeeeeeee(MM) eeeeeeeee eee eeeeeeeeeeee eeeeeeee ee eeeeeeee eeee eee-8-eeee eeeeee eeee eeeeeee, e.e. eeeeeeee eeee ee eeee eeeeee ee eeee ‌888‌, eee eeee eeee eeeeeee eeeeeeee ee eeee eeeeeeeeee (‌Meeeee 888‌). M eeeee eeeeeee ee eeeeeeee ‌888‌–‌888‌ eeeeee eeee eeeee eeeeeeeee ee eeeee ee ‌Meeeee 888‌.[‌888‌,‌888‌,‌888‌]

‌Meeeee 888‌ Meeeeeeee ee α,β-Meeeeeeeeee Meeeeee

‌Meeeee 888‌ Meeeeeeee ee Meeeeeeeeeeee(MM) Meeeeeeeeee[‌888‌,‌888‌,‌888‌]

Meeeeeeeeeee Meeeeeeee

Meeeeeee-8-eeee 8,8-Meeeeeeeeeeeeeeeee (‌888‌, M8 = e-Me); Meeeeee Meeeeeeee:[‌888‌]

8-Meeeeeeeeeeeeeeeeeee(MM) eeeeee (8.88 e, 88 eeee) eee eeeeeeeee ee MMM (88 eM) eee eeeeeeee eeeeeeee (8.88 e, 88 eeee) ee MMM (88 eM) ee 88 °M, eee eeeee. Mee eeee eeeeee eeeeeeeeeeeee eeeeee 8–88 eee eee eee eeeeeee eee ee eeeeeeeeee 88 e. Mee. MeMMM8 (8 eM) eee eeeee eee eee MMM eee eeeeeee eeeee eeeeeee eeeeeeee. Mee eeeeeee eee eeeeeeeee eeee Me8M, eee eeeeee eeeeeee eeeee eeee MeMMM8 ee eeeeee eee eeeeee eeee eeeeeeee. Meeee eeeeee eeeeeee (MeMM8), eeeeeeeeeeeeee (eeeeee eee, 8% Me8M/eeeeee) eeee eee eeeeeee ee e eeeeeeeee eee; eeeee: 8.88 e (88%); ee eeeeeeee eeeeeeeeee eeee ee ee ee ee eeeeeeee.

(M)-Mee-8-ee-8-eee (‌888‌); Meeeeee Meeeeeeee:[‌888‌]

Me e eeeeeeeeee eeeee eeeee-eeeeeeee eeeee eeeeeeee eeee eeeeee eeeee eee eeeeeee eeee M8 eee eeeee MM8Me8 (888 eM), MeMe8 (8.88 e, 88 eeee), eee MeMe (8.8 eM, 88 eeee). Meeee eeeeeeee eeeeeee, (M)-eee-8-eeeeeeeeeee(MM) eeeeeeee (8.8 e, 88 eeee) eee eeeee eeeee eeee eeeeeeee eeee M8, eee eee eeeeeeee eee eeeeeee eee 8 eee. M eeeee eeeee (eeeeeeeeee MeMe8) eeeeeeeeeeee eeeeee eeeeeeeeeee. Mee eeeeeee eee eeeeee eeee M8M, eee eee eeeeeee eeeee eee eeeeeeeee eeee MM8Me8. Mee eeeeeeee eeeeeee eeeeeeee eeee eeeeee eeee 8% MeMMM8, 8 M Me8M8M8, eee M8M. Mee eeeeeeee eeeeeee eeeeee eeee ee-eeeeeeeee eeee MM8Me8, eee eee eeeeeeee eeeeeee eeeeee eeee eeeee (Me8MM8). Meeeeee ee eeeeeee eeee eee eeeeeee ee e eeeee eee; eeeee: 8.88 e (88%); MM eeeeee >8% ee eee (M)-eeeeee.

References

Meeeeee Meeeeeeeeee

• 8.Meeeee-Meee, (8888) 88/8e, 888.