4770-23-4Relevant articles and documents
The Dianion Derived from N-Methylphthalimide
Flynn, Gary A.
, p. 862 - 863 (1980)
Reduction of N-methylphthalimide with lithium in liquid ammonia provides a stable dianion which has been alkylated with various reagents.
From conventional to microphotochemistry: Photodecarboxylation reactions involving phthalimides
Shvydkiv, Oksana,Gallagher, Sonia,Nolan, Kieran,Oelgemoeller, Michael
, p. 5170 - 5173 (2010)
A series of acetone-sensitized photodecarboxylation reactions involving phthalimides have been investigated using conventional and microphotochemistry. Both, intra- and intermolecular transformations were compared. In all cases examined, the reactions performed in microreactors were superior in terms of conversions or isolated yields. These findings unambiguously prove the advantage of microphotochemistry over conventional photochemical techniques.
Intermolecular photodecarboxylation of electron-deficient substrates by phthalimides in water: Efficiency, selectivity and online monitoring
Griesbeck, Axel G.,Nazarov, Nestor,Neudoerfl, Joerg M.,Heffen, Maria
, p. 3004 - 3006 (2013/01/15)
The intermolecular photodecarboxylation of arylacetic acids 3-5 in water by use of stoichiometric amounts of N-alkylated phthalimides 1a,b was investigated by NMR and online pH- and CO2-release sensing. Decreasing the electron donor capability of the arylacetic acids by 4-fluoro and trifluoromethyl substitution alters the efficiency of the photodecarboxylation and selectivity of the secondary reaction. A remarkable switch in reaction channel (A to B) was observed for perfluoropropionic acid.
Synthesis of 4-Alkyl-1(2H)-phthalazinones and 4-Alkyl-2, 3-benzoxazin-1-ones via Ring Cleavage of 3-Substituted N-Alkylated-3-hydroxyisoindolin-1-ones
Chun, Tae Gyu,Kim, Kyung Soon,Lee, Sangku,Jeong, Tae-Sook,Lee, Hee-Yoon,Kim, Yong Hae,Lee, Woo Song
, p. 1301 - 1308 (2007/10/03)
N-Alkyl (Me, Et, i-Pr, t-Bu)-substituted phthalimdes 5a-d were easily transformed to 1(2H)-phthalazinones 8d-i and 2,3-benzoxazin-1-ones 9d, f, and j via a one-pot addition-decyclization-cyclocondensation process.