- CAN-catalyzed microwave promoted reaction of indole with Betti bases under solvent-free condition and evaluation of antibacterial activity of the products
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CAN-catalyzed reaction of Betti bases with indoles under microwave irradiation gives 3-(α,α-diarylmethyl)indoles. Better yield of the products, especially when one of the aryl ring is phenol were achieved. The reaction is performed in solvent-free condition. The antibacterial studies of the synthesized compounds were performed and some of the compounds showed good activity against Methicillin-resistant Staphylococcus aureus bacteria.
- Pegu, Choitanya Dev,Nasrin, Sheikh Benazir,Deb, Mohit L.,Das, Deep Jyoti,Saikia, Kandarpa K.,Baruah, Pranjal K.
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- Br?nsted-Acid-Mediated Divergent Reactions of Betti Bases with Indoles: An Approach to Chromeno[2,3-b]indoles through Intramolecular Dehydrogenative C2-Alkoxylation of Indole
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Divergent reactions of various 1-(aminoalkyl)naphthols and 2-(aminoalkyl)phenols (commonly known as Betti bases) with indoles under Br?nsted acid catalysis is reported. With the reaction strategies, one can efficiently synthesize important indole derivatives such as 3-(α,α-diarylmethyl)indoles and chromeno[2,3-b]indoles. Furthermore, we disclose here a new C–C bond-cleavage reaction, in which naphthol and phenol behave as leaving groups to produce diarylmethanes. Inexpensive reagents such as p-toluenesulfonic acid monohydrate and molecular iodine are used to catalyze the reactions. No metal catalyst is required. The starting material of the reactions, Betti bases, are easily prepared from a three-component reaction of naphthol/phenol, aldehydes, and secondary amines. The mechanisms for the reactions are established through some control experiments. Quinone methide is the key intermediate for all the reactions reported herein.
- Deb, Mohit L.,Pegu, Choitanya Dev,Deka, Bhaskar,Dutta, Prantu,Kotmale, Amol S.,Baruah, Pranjal K.
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supporting information
p. 3441 - 3448
(2016/07/23)
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- Substituted 1 and 2 naphthol mannich bases
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The invention relates to substituted 1 and 2 naphthol Mannich bases, a method for the production thereof, medicaments containing said compounds and the use of said compounds in the production of medicaments.
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