Some reactions of 1‐methyl‐(2‐phenylethyl)‐1,2,3,4‐tetrahydropyridines with organic azides. Synthesis of 1‐methyl‐(2‐phenylethyl)piperidylidene‐2‐sulfonamides | Zendy

Warren Brent K. | Zendy; Knaus Edward E. | Zendy

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Some reactions of 1‐methyl‐(2‐phenylethyl)‐1,2,3,4‐tetrahydropyridines with organic azides. Synthesis of 1‐methyl‐(2‐phenylethyl)piperidylidene‐2‐sulfonamides

Author(s) -

Warren Brent K.,

Knaus Edward E.

Publication year - 1987

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570240537

Subject(s) - chemistry , organic chemistry , medicinal chemistry

The 1,3‐dipolar cycloaddition reaction of 1‐methyl‐ and 1‐(2‐phenylethyl)‐1,2,3,4‐tetrahydropyridines 7 with organic azides 8 afforded the respective 1‐substituted‐piperidylidene‐2‐sulfon(cyan)amides 9. Nitration of the 1‐(2‐phenylethyl) analogue 9o yielded the 1‐[2‐(4‐nitrophenyl)ethyl] derivative 9r which on reduction with palladium‐on‐charcoal and hydrazine gave the 1‐[2‐(4‐aminophenyl)ethyl] analogue 9s.

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