0 Hits

  • Previous / Next

You are using Science Of Synthesis as a Guest.
Please login to access the full content or check if you have access via Method 1: From N-Aminophthalimide and Conjugated Azoalkenes

DOI: 10.1055/sos-SD-013-00626

Tomé, A. C.Science of Synthesis, (200413528.

2-(Phenylazo)propene (517, R1=Me; R2=H) and 1-(phenylazo)cyclopentene [517, R1,R2=(CH2)3] react with N-aminophthalimide (516), in the presence of lead(IV) acetate, to give 2-phenyl-2H-1,2,3-triazoles 520 in moderate yields (Scheme 180).[‌508‌] A probable mechanism for this reaction involves the initial formation of the azimine intermediate 518, 1,5-electrocyclization to the 2,5-dihydro-1H-triazole 519, and, finally, 1,2-elimination of phthalimide.

Meeeee 888 8M-8,8,8-Meeeeeeee eeee M-Meeeeeeeeeeeeeee eee Meeeeeeeee Meeeeeeeee[‌888‌]