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. Author manuscript; available in PMC: 2016 Dec 7.
Published in final edited form as: Org Lett. 2016 Mar 16;18(7):1538–1541. doi: 10.1021/acs.orglett.6b00278

Scheme 1.

Scheme 1

(Left) The 1,3-dipolar cycloaddition of a 1:1 mixture of diazoacetamide 1 and azidoacetamide 2 with a strained dipolarophile (R=CH2CH2NH2) was not selective. (Right) The 1,3-dipolar cycloaddition with unstrained dipolarophiles was selective for the diazo compound. Conditions: 1:1 CH3CN/H2O; ≤ 72 h; ambient temperature.