Science of Synthesis

Suginome, M.; Ito, Y., Science of Synthesis, (2004) 19, 466.

Arenesulfonyl chlorides, such as tosyl chloride, were the first general reagents for the dehydration of N-substituted formamides to give isocyanides (‌Scheme 30‌).[‌64‌,‌65‌]

‌Meeeee 88‌ Meeeeeeeeee ee Meeeeeeeee eeee Meeee Meeeeeee/Meeeeeee[‌88‌,‌88‌]

Mee eeeeeeeee eee ee eeee ee eeeeeee eeeeeeeee, eeeeeeeee, e.e. ‌88‌, ee eeeeeeee eeeeeeeeeee eeee eeeeeeeeee, e.e. ‌88‌ (‌Meeeee 88‌).[‌88‌] Mee eee eeeeeeeeeee ee eee-eeeeeee eeeeeeeeeee eeee ee eeeeee eeeeeeeeee (‌88‌, M8 = Me), e eeeeeeee eeeeeeeee ee eeeeeee ee eeeee eeeeeeeee ee eeee eeeeeee ee eeeeeeee.[‌88‌] Meee eeeeeeee eeeeee eeeeee eee eeeeeeeee ee eeeee, 8-eeeeee, eeee-eeeee, eee eeee-eeeeee eeeeeeeeeee ee eeee eeeeee.

‌Meeeee 88‌ Meeeeeeee ee Meeeeeeeeee eeee Meeee Meeeeeee/Meeeeeee[‌88‌,‌88‌]

Meeeeeeeeeeeee eeeeeeeeeee eeee eeeeeee eeeeeee eeeeeeeeeeeee eee ee eeeeeeeeeeee eeeeeeee ee eeeee eee eeeee eeeeeeee/eeeeeeee eeeeee (‌Meeeee 88‌).[‌88‌] Meeee eeeeeeeeeeeeee eeeeeeeeeee eee eeeeeeee ee eeeee ee eee eeeeeee-eeeeeeeee eeeeeeeeee eeeeee ee eeeee-eeeee eeeeeeeee.

‌Meeeee 88‌ Meeeeeeeeeeeee Meeeeeeeeee Meeeeeee eeee Meeee Meeeeeee ee Meeeeeee[‌88‌]

Meeeeeeeeeee Meeeeeeee

8α-Meeeeeeeeeeeeeeeee (‌88‌); Meeeeee Meeeeeeee:[‌88‌]

8α-Meeeeeeeeeeeeeeeeee (‌88‌; 888 ee, 8.8 eeee) eee eeeeeee eeee eee eeeeeeee (88 eM) eee MeMe (888 ee, 8 eeee) eee eeeee. Mee eeeeeeeee eeeeee eeee eee eeeeeee ee eeeee eee 8.8 e ee ee, eeeeee, eeeeeee eeee eee, eee eeeeee eeee eee eeeee. Mee eeeeeee eee eeeeeeeee eeee Me8M, eee eee eeeeeeee eeee eeeeee eeee M8M (8 ×) eee eeeee (Me8MM8). Meeeeee ee eeeeeee eee eeeeeeeeeeeeeee ee eee eeee eeeeeee (eeeeeee) eeee eeee eeeeeee; eeeee: 888.8 ee (88%); ee 888–888°M (eeeeeee).

Meeeee Meeeeeeeee (‌88‌, M8 = Me); Meeeeee Meeeeeeee:[‌88‌]

Meeeeeeee eeee (Meeeeeee; Meeee; Meeeeeee, Me., Meeeeee Meeeeeeee, Meeeeeeeee Meeeee M), Meeeeeeee (8888), e 888, eeee eeeeeeeeee eeee Meee Meeee&Meee, Mee.

M eeeeeee ee MeMe (888 e, 8.8 eee) eee eeeeeeeee (8888 e, 8.8 eee) eee eeeeee ee e eeee-eeeeee eeeee eeeeeeeee ee e eeeeee eeeeeeee eeee. Mee eeeeee eee eeeeee ee 88°M eee eeeeeeeee ee e eeeeeeee ee 88 Meee. Meeee eee eeee eee eeeeeeeeee eeeeeee eee eeeeeeeeee ee eeee eeeeeeeeeee, MeMMMMM (888 e, 8.8 eee) eee eeeee eeeeeeee ee eeeeeeee e eeeeee eeeeeeeeeeee eeee. Mee eeeeeeee eee eeeeeeee eeeeee 88–88 eee. Mee eeeeeeee eeee eeeeeeeee ee eee eeeeeeee eee eeeeeeeee eeeeeee e 88-ee Meeeeee eeeeee ee eeeeeeeeeee eeeeeeee, eee MeMM eee eeeeeeeee ee 88–88°M; eeeee: 88–88 e (88–88%).

Meeeeeeeeeeee ee eeee eeeeeeeee eeee eeee ee eeeeeee eeeee eee-eeeeeee eeeeeeeeeee eeeeeeeee MeMM (88%), Me8MMMM (88%), e-MeMM (88%), eee MeMMe8MM (88%). Me eee eeeee e eeeeeeee ee 8.8 Meee eee eeeeeee.

References