Comparative study of ring-chain isomeric transitions of 2-cyano-substituted benzamides and benzenesulfamides

Valter, R. E.; Kampare, R. B.; Valtere, Sarma; Balode, D. É.; Batse, A. E.

doi:10.1007/bf00842833

Cited by 3 publications

(2 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…It should be noted that the oxidative insertion of the active palladium species occurrs preferentially at 1 a due to the higher reactivity. Next, base‐catalyzed isomerization–cyclization should form the iminoisoindolinone 5 10. Interestingly, 5 does not undergo another carbonylation reaction, instead the unexpected isomerization of 5 to 6 occurs, probably due to steric effects.…”

Section: Methodsmentioning

confidence: 99%

See 1 more Smart Citation

A Novel Domino Synthesis of Quinazolinediones by Palladium‐Catalyzed Double Carbonylation

Spannenberg

et al. 2014

Chemistry A European J

View full text Add to dashboard Cite

Combining commercially available bromoanilines and bromobenzonitriles in a novel double carbonylation process allows for a straightforward synthesis of isoindolo[1,2-b]quinazoline-10,12-diones. At least five different CC and/or CN bonds are selectively formed in this 3-component reaction, which likely proceeds through sequential carbonylation-cyclization-isomerisation-carbonylation steps. Notably, two molecules of CO are inserted in this highly efficient palladium-catalyzed process.

show abstract

Section: Methodsmentioning

confidence: 99%

“…Next, base-catalyzed isomerization-cyclization should form the iminoisoindolinone 5. [10] Interestingly, 5 does not undergo another carbonylation reaction, instead the unexpected isomerization of 5 to 6 occurs, probably due to steric effects. Subsequent intramolecular carbonylative coupling forms 3 aa as the final product (cycle B).…”

mentioning

confidence: 99%