0 Hits

  • Previous / Next

You are using Science Of Synthesis as a Guest.
Please login or sign up for a free trial to access the full content. Reaction of Arenes with Halomethyleniminium Salts

DOI: 10.1055/sos-SD-213-00191

Zhang, N.; Dong, D.Science of Synthesis: C-1 Building Blocks in Organic Synthesis, (20142338.

Arenes substituted with an electron-donating group react with halomethyleniminium salts (see Section leading to the corresponding formylated products 8 (Scheme 6).[‌16‌‌19‌] However, simple arenes such as benzene or naphthalene do not show reactivity toward halomethyleniminium salts.

Meeeee 8 Meeeeeeee ee Meeeee eeee Meeeeeeeeeeeeeeeeee Meeee[‌88‌‌88‌]

Meeeeeeeeee 8

Me8 Meeeeeeeee Meeee (%) Mee
8-Me8MM8M8 MMM, MMMe8, 888 °M, 8 e 88 [‌88‌]
8,8-(MeM)8M8M8 MeMeMMMM, MMMe8, ee, eeeeeeeee 88 [‌88‌]
MMM, M8M8Me8, 8 °M ee eeeeee, 88 e 88 [‌88‌]
MMM, MMMe8, 88 °M, 8 e 88 [‌88‌]

Me eeeeee ee eeeee eeee eee eeeeee eee eeeee ee Meeeeeeee eeeeeee eee eeeeeeeee eee e eeeeeeeeeee eeeeee ee eee eeeeeeee eeeeeeee (Meeeee 8). Mee eeeeeee, eeeeeeee ee eeeeeeeeeeeeee eeee eeeeeee eeeeeeeeeee ee eeeeeeeeeeeeeeeee eee eeeeeeeeee eeeeeeee eeeee ee eeee-, ee-, ee eeeeeeeeeeeee eeeeeeee 888.[‌88‌]

Meeeee 8 Meeeeeee ee Meeeeeeeeeeeee eeee Meeeeeeee Meeeeeee ee Meeeeee Meeeeeeeeee[‌88‌]

Meeeeeeeeeee Meeeeeeee

8-(Meeeeeeeeeeee)eeeeeeeeeeee (8, Me8 = 8-Me8MM8M8); Meeeeee Meeeeeeee:[‌88‌]

MMMe8 (88.8 e, 8.88 eee) eee eeeee eeeeeeee eeee eeeeeeee eee eeeeeee ee MMM (88.8 e, 8.8 eee) eeeeeeeee ee e 888-eM eeeee-eeeeee eeeee eeeeeeee eeee e eeeeee eeeeeeeee, eeeeee eeee, eeeeeee, eee eeeeeeee eeeeee. Me eeee eeeeeee eee eeeee eeeeeeee eeee eeeeeeee M,M-eeeeeeeeeeeeeee (eeeeeeeee eeeee; 88.8 e, 8.88 eee), eee eee eeeeeeeee eeee eee eeee eeeeee eeee e eeeee eeee eeeee eeeee eeeeeee eee 8 e. Mee eeeeeee eee eeeeee eeee eee eee eeeeeeeeeee ee eeeeeeee eeeeeeee ee ee MeMMe eeee eeeeeeee eeeeeeee. Mee eeeeeeeee eeeeeeee ee eeeeeeeeeee ee eee eeeeeee eeee eeeeee eeeeeeeeeeeeee eee ee eee eeeeeeeee ee eeeeeeee-eeee eeeeeeeee, eeeee eeeee eee ee eeeeeee eeee eee eeeeeee ee eeeeeeeeeeeeeeeee ee eeeeeeeeeeeee eee eeeeeeeeeeeeeee ee eeeeee. Meeee, eeeeeeeeeee 8-(eeeeeeeeeeeee)eeeeeeeeeeee eee eeeeeeee eeee eee eeeeeee eeee eeeee eeeeeeee eeeeeeeee ee e eeeeeeeeeeee; eeeee: 88%.