Fig. 2: Copper-catalyzed diazene synthesis using α-tertiary and secondary amines: Reactions were conducted on 0.20 mmol scale using 0.2 ml of DMF. | Nature Communications

Fig. 2: Copper-catalyzed diazene synthesis using α-tertiary and secondary amines: Reactions were conducted on 0.20 mmol scale using 0.2 ml of DMF.

From: Catalytic diazene synthesis from sterically hindered amines for deaminative functionalization

Fig. 2

Isolated yields are shown. Diastereomeric ratios were determined by 1H NMR analysis of crude mixture. a1•HCl salt (1.0 equiv), DBU (2.0 equiv). b1•TFA salt (1.0 equiv), DBU (2.0 equiv). cDMF (0.4 ml), 3 h. dDCDMH was used instead of DBDMH. eCuOAc (20 mol%). fCuOAc (50 mol%). gCuOAc (100 mol%). 1.0 mmol scale. hThree equivalents of the amine on the right side were used. 0.4 ml of DMF. iReaction time was 1 h. j0.50 mmol scale. kCuOAc (100 mol%). lA small amount of impurity was still present after silica gel column chromatography. Boc tert-butoxycarbonyl, Cbz benzoxycarbonyl TBDPS tert-butyldiphenylsilyl, TBS tert-butyldimethylsilyl.

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