Fig. 3: Substrate scope for nucleophilic ring opening of ABB using indole and other N-heterocycles; installation of indole-azetidine in bioactive molecules, marketed drugs, and fatty acids. | Nature Communications

Fig. 3: Substrate scope for nucleophilic ring opening of ABB using indole and other N-heterocycles; installation of indole-azetidine in bioactive molecules, marketed drugs, and fatty acids.

From: HFIP-assisted Brønsted acid-catalyzed ring opening of 1-azabicyclo[1.1.0]butane to access diverse C3-quaternary aza-azetidines and indole-azetidines

Fig. 3

[a] Reaction condition: 2 (0.2 mmol), nucleophile (0.4 mmol), pTSA.H2O (10 mol%), HFIP (0.2 mL), after removal of HFIP add Et3N (0.8 mmol), Boc2O (0.4 mmol), DCM (5 mL). [b] TFA (10 mol%) instead of pTSA.H2O. The regioisomeric ratio (r.r.) was determined from the 1H NMR integration values.

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