A novel approach for highly regio- and stereoselective synthesis of (Z)-3-methyleneisoindoline-1-ones in aqueous micellar medium

Tetrahedron Letters

Volumn 53, Issue 50, 2012, Pages 6789-6792

  Sarkar, Swarbhanu ^a   Dutta, Samrat ^a   Dey, Rajdip ^b   Naskar, Subhendu ^c  

^a INDIAN INSTITUTE OF CHEMICAL BIOLOGY   (India)

^b JADAVPUR UNIVERSITY   (India)

^c Department of Science and Humanities   (India)

Author keywords

(Z) 3 Methyleneisoindoline 1 one; 5 Exo dig cyclization; Cu free Sonogashira; Micelle; Reaction in water

Indexed keywords

1,3 BUTADIENE DERIVATIVE; 1,4 BIS(4 PYRIDYL) 2,3 DIAZA 1,3 BUTADIENE; 2 IODO N PHENYL BENZAMIDE DERIVATIVE; 3 METHYLENEISOINDOLINONE DERIVATIVE; ALKYNE; ANXIOLYTIC AGENT; BENZAMIDE DERIVATIVE; PALLADIUM; UNCLASSIFIED DRUG;

ARTICLE; CATALYST; CYCLIZATION; MICELLE; SONOGASHIRA REACTION; STEREOCHEMISTRY;

EID: 84868606273     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2012.10.001     Document Type: Article

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54. 2 (0.02 equiv), ligand 2 (0.025 equiv), and DBU (1.5 equiv) were stirred vigorously at 80 °C for 1 h under aerobic condition in the presence of CTAB (4 mmol). After completion of the reaction (monitored by TLC), the contents of the reaction mixture were extracted with ethyl acetate (3 × 25 mL) and washed thoroughly with water until free from CTAB and base. Column chromatography produced pure products (5a-j).
55. + 335.1160; found: 335.1172.