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Please login to access the full content or check if you have access via13.13.2.1.1.1.1 Method 1: From N-Aminophthalimide and Conjugated Azoalkenes
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DOI:
10.1055/sos-SD-013-00626
Tomé, A. C., Science of Synthesis, (2004) 13, 528.
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.
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References
[508] | Meeeeeeee, M. M.; Meeeeeeeee, M. M.; Meeeeee, M. M.; Meeee, M., Mee. M. Mee. Meee., (8888), 8888. |
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