Metal‐Free Ring Opening Cyclization of Cyclopropane Carbaldehydes and  N ‐Benzyl Anilines: An Eco‐Friendly Access to Functionalized Benzo[ b ]azepine Derivatives | Zendy

Dey Raghunath | Zendy; Banerjee Prabal | Zendy

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Metal‐Free Ring Opening Cyclization of Cyclopropane Carbaldehydes and N ‐Benzyl Anilines: An Eco‐Friendly Access to Functionalized Benzo[ b ]azepine Derivatives

Author(s) -

Dey Raghunath,

Banerjee Prabal

Publication year - 2019

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201801714

Subject(s) - azepine , chemistry , aniline , ring (chemistry) , cyclopropane , substituent , domino , medicinal chemistry , stereochemistry , organic chemistry , catalysis

Herein, we report a p ‐toluenesulfonic acid (PTSA) initiated mild and user‐friendly ring opening/domino ring opening cyclization reaction (depends on substituent present in N ‐benzyl aniline) of cyclopropane carbaldehyde and N ‐benzyl aniline towards the formation of substituted 4‐amino butanal/2,3‐dihydro‐1 H ‐benzo[ b ]azepine. The product dihydro‐1 H ‐benzo[ b ]azepine was also converted into the corresponding tetrahydro‐1 H ‐benzo[ b ]azepine.

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