Domino Reaction for Synthesis of Spiro[pyrazole‐4,5′‐pyrrolo[3,4‐c]carbazoles] and Spiro[pyrrolo[3,4‐c]carbazole‐5,5′‐thiazoles] DOI
Yan Chen,

Jing Sun,

Ying Han

et al.

Asian Journal of Organic Chemistry, Journal Year: 2021, Volume and Issue: 10(10), P. 2632 - 2637

Published: Aug. 24, 2021

Abstract The concentrated hydrochloride catalyzed reaction of 3‐(indol‐3‐yl)maleimides with ( E )‐4‐arylidene‐5‐methyl‐2‐phenylpyrazol‐3‐ones in acetonitrile at room temperature afforded unexpected Michael addition product high yields, which could be easily converted to the cis/trans ‐diastereoisomers spiro[pyrazole‐4,5′‐pyrrolo[3,4‐ c ]carbazoles] nearly 2 : 1 ratios by further oxidation DDQ. On other hand, similar one‐pot two‐step )‐5‐arylidene‐2‐phenylthiazol‐4‐one predominately gave cis spiro[pyrrolo[3,4‐ ]carbazole‐5,5′‐thiazoles] satisfactory yields. mechanism included domino acid and DDQ oxidative coupling process

Language: Английский

Six-membered ring systems: with O and/or S atoms DOI
Clementina M.M. Santos, Artur M. S. Silva

Progress in heterocyclic chemistry, Journal Year: 2023, Volume and Issue: unknown, P. 487 - 557

Published: Jan. 1, 2023

Language: Английский

Citations

1
Domino Reaction for Synthesis of Spiro[pyrazole‐4,5′‐pyrrolo[3,4‐c]carbazoles] and Spiro[pyrrolo[3,4‐c]carbazole‐5,5′‐thiazoles] DOI
Yan Chen,

Jing Sun,

Ying Han

et al.

Asian Journal of Organic Chemistry, Journal Year: 2021, Volume and Issue: 10(10), P. 2632 - 2637

Published: Aug. 24, 2021

Abstract The concentrated hydrochloride catalyzed reaction of 3‐(indol‐3‐yl)maleimides with ( E )‐4‐arylidene‐5‐methyl‐2‐phenylpyrazol‐3‐ones in acetonitrile at room temperature afforded unexpected Michael addition product high yields, which could be easily converted to the cis/trans ‐diastereoisomers spiro[pyrazole‐4,5′‐pyrrolo[3,4‐ c ]carbazoles] nearly 2 : 1 ratios by further oxidation DDQ. On other hand, similar one‐pot two‐step )‐5‐arylidene‐2‐phenylthiazol‐4‐one predominately gave cis spiro[pyrrolo[3,4‐ ]carbazole‐5,5′‐thiazoles] satisfactory yields. mechanism included domino acid and DDQ oxidative coupling process

Language: Английский

Citations

0