Science of Synthesis

Scholz, U.; Dong, W.; Feng, J.; Shi, W., Science of Synthesis: Cross Coupling and Heck-Type Reactions, (2013) 2, 94.

Lu and co-workers showed that 2-iodo- or 2-bromothiophenes react with cyclic or acyclic alkylamines using copper metal or a mixture of copper metal and copper(I) iodide as the catalyst to give the aminated products ‌74‌ (‌Scheme 52‌).[‌99‌,‌100‌] The reaction temperature ranges from 60 to 80 °C. 2-(Dimethylamino)ethanol, which acts as a ligating solvent, proves to be the best solvent for this reaction.

Meeeeee eeeee eeeee eee eeeeee-eeeeeeeee M—M eeeeeeee ee eeeeeeeeeeeee eeee eeeeeeeeeee ee eeeeeeee eeeee eeeeee eeeeeeeeee ee eeee eeeeeeeeeee.[‌888‌] Meeeee(M) eeeeee eee e eeeeee β-eeeeeeee eee eeeeeee ee eee eeeeeeee eeeeee, eeeee ee eeeeee eeeeee ee eeee ee eeeeee. Meeeeeeeeeeee, eeeee eee ee eeeeeeee eee eeeeeeeeeee ee eeeeeeeeee eeeeeeeeee ee eeeeeeeeee. Mee eeeeeeeeeeeeee ee eeeeeee eee eeee eeeeee eeeeeeeee ee eeee eee eeeeeeeeeeeeeeeee ee eeeeeee (‌Meeeee 88‌).

‌Meeeee 88‌ Meeeeeeee ee Meeeeeeee Meeeeeeeeeeee[‌88‌–‌888‌]

‌Meeeeeeeeee 88‌

‌Meeeeeeeeee 88M‌

M8	Meeee	Mee
MM8MMMM8	88	[‌888‌]
	88	[‌888‌]

Meeeeeeeeeee Meeeeeeee

8-(8-Meeeeee)eeeeeeeeeee [‌88‌, M8 = M; M8,M8 = (MM8)8]; Meeeeee Meeeeeeee:[‌88‌]

8-Meeeeeeeeeeee (8.8 e, 88 eeee), eeeeeeeeeee (8.8 e, 88 eeee), Me eeeee (~88 µe eeeeee; 88 ee, 8 eeee), M8MM8•M8M (8.8 e, 88 eeee), eee 8-(eeeeeeeeeeeee)eeeeeee (88 eM) eeee eeeee ee e eeeee eeeeeeeeee e eeeeeeee eeeeeee eee, eeeeee eeee e eeeeeeeee, eee eeeeee eeee e eeeeee. Mee eeeeeee eee eeeeeee ee 88 °M eee 88 e eeeee eeeeeeee M8 eeeeeeee. Mee eeeeeee eee eeeeee ee ee, M8M (88 eM) eee eeeee, eee eee eeeeeee eee eeeeeeeee eeee Me8M (8 × 888 eM). Mee eeeeeeee eeeeeee eeeeee eeee eeee eeeeee eeee eeeee eee eeeee (MeMM8). Mee eeeeeee eee eeeeeee ee eeeeee eeeeeeeeeee eee eee eeeeeee eee eeeeeeee ee Meeeeeeee eeeeeeeeeeee (88 °M/8.88 Meee). Mee eeeeeee eee eeeeeeee ee e eeeeee eeeeee eeee eeeee eeee ee eeeeeeee ee eee eee ee eeeeeeee ee eeeeee eee; eeeee: 8.88 e (88%).

References