Fig. 2: Experimental mechanistic studies. | Nature Communications

Fig. 2: Experimental mechanistic studies.

From: Vicinal difunctionalization of carbon–carbon double bond for the platform synthesis of trifluoroalkyl amines

Fig. 2

a Optimized conditions of homodiamination and heterodiamination procedures and mechanistic studies. Conditions I: 1 (0.20 mmol) added in one portion, c = 0.1 M, MeCN, 25 °C, 1 h. Conditions II: (1) 1 (0.15 mmol), MeNHR (0.15 mmol, 1.0 equiv.) added dropwise with syringe pump in 30 min, c = 0.05 M, MeCN, −20 °C, 15 min; (2) pyrrolidine (0.375 mmol, 2.5 equiv.) added in one portion, 25 °C, 16 h. Yields are isolated yields; numbers given in parentheses () are GC-MS yields of products, relative to 4-F-iodobenzene. b Study of reaction intermediates and resolving their structures by independent route. Number given in {} represents the 19F-NMR yield of 2.

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