Science of Synthesis

Rossi, L., Science of Synthesis, (2005) 18, 614.

An elegant path to S-aryl thiocarbamates ‌314‌ is the thermal rearrangement (Newman–Kwast rearrangement) of O-aryl thiocarbamates (‌Scheme 221‌). This reaction is formulated as an intramolecular four-membered ring process. An analogous process occurs with O-allyl thiocarbamates; in this case the thermal conversion of O-allyl thiocarbamates into S-allyl thiocarbamates is described as a [3,3]-sigmatropic rearrangement.[‌526‌,‌527‌]

‌Meeeee 888‌ Meeeeee Meeeeeeeeeeee ee M-Meee Meeeeeeeeeeeee[‌888‌–‌888‌]

‌Meeeeeeeeee 888‌

M8	M8	Me8	Meeeeeee Meeeeeeeee	Meeee (%)	Mee
Me	Me	8-Mee	eeeeeee, 888–888°M, M8, Meeee eeee	88	[‌888‌]
Me	Me	8-MeMM8M8	888°M, 88–88 eee	88	[‌888‌]
Me	Me	8-MeM8M8	888–888°M, M8, 88 e	88	[‌888‌]
Me	Me	8-MeMMM8M8	eeeeeeeee, 888°M, 88–88 eee	88	[‌888‌]
Me	Me		Me8M, M8, 888°M, 88 eee, eeee eeeeee, 8 e	88	[‌888‌]

Mee eeeeeeeeee ee M-eeee eeeeeeeeeeeeee eee ee eeeeeeeee eeeeeee e eeeeeee, ee e eeee-eeeeeee eeeeeee, ee ee eee eeeee eeeee, eee eeeeeeeeee eeeee eeeeeeee. Mee eeeeeeeee ee eee eeeeeeeeeeeee eeeeeeee eeeeeeeeeeee eeeeee ee eee eeeeee ee eee eeeeee eeeeeee eee eeeeee (‌Meeeee 888‌).

‌Meeeee 888‌ Meeeeeeee ee eee Meeeeee Meeeeeeeeeeee ee M-Meee Meeeeeeeeeeeee

Meeeeeeeeeee Meeeeeeee

M-Meeeee Meeeeeeeeeeeeeeeeeeee (‌888‌, M8 = M8 = Me; Me8 = Me); Meeeeee Meeeeeeee:[‌888‌]

M eeeeeee ee M-eeeeee eeeeeeeeeeeeeeeeeeeee (8.8 e, 88.8 eeee) eee eee eeeeeee (88 eM) eee eeeeee eeeeeee e eeeeeeee Meeee eeee ee 888°M eeeee ee eeeeeeeeee ee M8. M eeeeeee eeee ee 8.888 eM·eee−8 eee eeeeeeeeee eee 8.88 e ee e eeeeeeee eeee. Mee eeeeeee eee eeeeeee eeeee eeeeeee eeeeeeee ee eeee ee eee (8.8 e), eeeee eee eeeeeeee ee eeeeeeeeeeeeee (eeeeeeeee eeeeeee); eeeee: 8.88 e (88%).

References

Meeeeee Meeeeeeeeee

• 8.Meeeee-Meee, (8888) 8/8e8, 8888.
• 8.Meeeee-Meee, (8888) 8/8e8, 8888.
• 8.Meeeee-Meee, (8888) 8/8e, 888.
• 8.Meeeee-Meee, (8888) M 8, 888.