Ring opening reactions of 6‐oxo‐substituted spiro‐pyrrolidinediones: Synthesis of 4‐substituted‐1,5‐dihydro‐3‐hydroxy‐2‐oxo‐1,5‐diphenyl‐2 H ‐pyrroles | Zendy

Emerson David W. | Zendy; Titus Richard L. | Zendy; Jones Marlon D. | Zendy

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Ring opening reactions of 6‐oxo‐substituted spiro‐pyrrolidinediones: Synthesis of 4‐substituted‐1,5‐dihydro‐3‐hydroxy‐2‐oxo‐1,5‐diphenyl‐2 H ‐pyrroles

Author(s) -

Emerson David W.,

Titus Richard L.,

Jones Marlon D.

Publication year - 1998

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.5570350320

Subject(s) - chemistry , ring (chemistry) , cycloalkane , nonane , yield (engineering) , medicinal chemistry , organic chemistry , stereochemistry , catalysis , materials science , metallurgy

Reaction of 2‐oxocylalkaneglyoxylate esters with N ‐phenylmethyleneaniline yields spiro compounds such as 2‐aza‐3,4,6,‐trioxo‐1,2‐diphenylspiro[4.4]nonane 4 and cycloalkane‐2‐aza‐3,4,6‐trioxo‐1,2‐diphenylspiro‐[4.5]decanes 5–7 . These undergo solvolytic opening of the the oxocycloalkane ring to yield 4‐substituted‐1,5‐dihydro‐3‐hydroxy‐2‐oxo‐1,5‐diphenyl‐2 H ‐pyrroles 12–17 .

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