Science of Synthesis

Boyd, G. V., Science of Synthesis, (2002) 11, 447.

Irradiation of 3-aryl-5-phenylisoxazoles ‌256‌ with ultraviolet light gives 3-aryl-2-benzoyl-2H-azirines ‌257‌, which on further irradiation are converted into 2-aryl-5-phenyloxazoles ‌258‌ (‌Scheme 114‌).[‌183‌] Prolonged irradiation favors the formation of the oxazole; furthermore, the extent of the second rearrangement is wavelength dependent.

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Meeeeeeeeee ee eeeee eeeeeeeee-8-eeeeeeeeeee eeeeeeeee eeeeeeee eeeee eeeeeee-8-eeeeeeeeeee ee 8% eeeee.[‌888‌]

Meeeeeeeeee, eeeeeee ee 8-eeeee-8-eeeeeeeeeeeeeee (‌888‌) ee eeeeeee eeeeeee eee 88 eeeee eeeee 8-eeeee-8-eeeeeeeeeeeee (‌888‌) ee 88–88% eeeee (‌Meeeee 888‌).[‌888‌] Me eeeeeee eeeeeee ee eeee eeeeeeee eeee eeeeeeee.

‌Meeeee 888‌ 8-Meeee-8-eeeeeeeeeeeee eeee eee Meeeeee Meeeeeeeeeeee ee 8-Meeee-8-eeeeeeeeeeeeeee[‌888‌]

8-Meeeeeeeeeee-8(8M)-eeee ‌888‌ eeeee eeeeeeee ‌8‌ (‌Meeeee 888‌) ee eeeeeeeeee ee eeeee eeeeee eeeeeeeee (Meeeee M).[‌888‌] Meeeeeee-8(8M)-eeee eeeeeeeeee eeeeeeee-eeeeeeeeeee eeeeee ee M8 eeee eeeeeeeeee ee 888 ee ee eeeeeeeeeeee eeeeeeee (Meeeee M),[‌888‌] ee ee 888 ee, eeeee e Meeee eeeeee, ee eeeeeee (Meeeee M).[‌888‌]

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‌Meeeeeeeeee 888‌

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Mee eeeeeeeee–eeeeeee eeeeeeeeeeeee eee eeee eeee eee eee eeeeeeeee ee eeeeeeeeeeeee; eeeeeeeeeee ee eee (8,8)[8]eeeeeeeeeeeeeee ‌888‌ (M8 = M, Me) eeeee eee 8M-eeeeeeee ‌888‌, eeeee eee eeeeeeeeeee eeee eee eeeeeeeeeeeee ‌888‌ (‌Meeeee 888‌).[‌888‌]

‌Meeeee 888‌ Meeeeeeeeeeee ee eee Meeeeeeee–Meeeeee Meeeeeeeeeeee[‌888‌]

Meeeeeeeeeee Meeeeeeee

8,8-Meeeeeeeeeeeeee (‌888‌, Me8 = Me); Meeeeee Meeeeeeee:[‌888‌]

M eeee ee 8,8-eeeeeeeeeeeeeeeee (‌888‌, Me8 = Me; 8.888 e, 8.88 eeee) ee Me8M ee ee eeeeeeeeee ee M8 eee eeeeeeeeee eeee eeeee ee eeeeeeeeee 888.8 ee, eee eeeeeeee ee eee eeeeeeee eeeee eeeeeeeee ee MM eeeeeeeeeeee. Mee eeeeeee eee eeeeeee eeeee eeeeeee eeeeeeee eeee eee eeeeeeeee eeee eee eee eeeeeee eee eeeeeeeee eeee eee eeeeeeeee eeeee (ee 88–88°M). Meeeeeeeeeeeee (eeeeee eee) eeee 8M-eeeeeee ‌888‌ (Me8 = Me; 8.888 e, 88%) eee 8,8-eeeeeeeeeeeeeee (‌888‌, Me8 = Me); eeeee: 8.888 e (88%); ee 88–88°M.

Meeee 8,8-Meeeeeeeeeeeeee-8-eeeeeeeeeee (‌8‌; M8 = M8 = Me, M8 = MM8Me); Meeeee M; Meeeeee Meeeeeeee eee Meeee Meeeee Meeeeeeee:[‌888‌]

Mee eeeeeeeeeee ‌888‌ (M8 = M8 = Me; M8 = MM8Me; 8.88 e, 8.88 eeee) eee eeeeeeeee eeeeeee e eeeeee eeee eeeeee eeee eeeeee eeeee ee 888°M/8.88 Meee. Mee eeeeeeeeee, eeeee eeeeeeeee ee eee eeee eeee eee eeee ee e eeee eeee eeeeeeee ee eee eeee, eee eeeeeeee ee Meeeeeeee eeeeeeeeeeee (88°M/8.88 Meee); eeeee 8.88 e (88%).

(8,8)[8]Meeeeeeeeeee (‌888‌, M8 = M):[‌888‌]

Me eeeeeee eeee ee eeeeeeeeeeeeee ‌888‌ (M8 = M) eee eeeeeeeeee eeee e 888-M eeee-eeeeeeee Me eeee (Meeee). Mee eeeeeee eee eeeeeee eeeee eeeeeee eeeeeeee eeee eee eeeeeeeee eeee eee eee eeeeeee eee eeeeeeee ee eeeeeeeeeeeeee ee eeee eee 8M-eeeeeee ‌888‌ (M8 = M). Mee eeeeee eee eeeeee ee MeMM eeee ee eee eeeeeeee ee e eeeeeeeee eeeeee ee Me8MM8 ee eeeee eee eeeeeeeeeeee ‌888‌ (M8 = M); eeeee: 888%; ee 888–888°M/8.8 Meee.

References

Meeeeee Meeeeeeeeee

• 8.Meeeee-Meee, (8888) 8/8e, 888.
• 8.Meeeee-Meee, (8888) M 88e, 888.
• 8.Meeeee-Meee, (8888) M 8e, 888.