These common heterocyclic compound, 56341-37-8, name is 6-Chlorooxindole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Application In Synthesis of 6-Chlorooxindole
General procedure: To the mixture of optionally substituted 6-chlorooxindole (5.0 mmol) and 3-chloro-2-fluorobenzaldehyde (2.4 g, 15 mmol) (Oakwood) in methanol (50 mL) was addedpiperidine (Aldrich) (1.7 g, 20 mmol) dropwise. The mixture was then heated at 50 Cfor 3 h. After cooled to 4 C, the mixture was filtered and resulting precipitate wascollected, washed with cold methanol, dried to give the desired product.(E)-6-chloro-3-(3-chloro-2-fluoro-benzylidene)-1,3-dihydro-indol-2-one 13.1 (R3a = H,R3b = H, R3c = H): a yellow solid (Yield, 84%); 1H NMR (300 MHz, DMSO-d6) 10.88 (br.s., 1H), 7.73 (q, J = 7.41 Hz, 2H), 7.56 (s, 1H), 7.34 – 7.43 (m, 1H), 7.17 (d, J = 8.10 Hz,1H), 6.87 – 6.97 (m, 2H) ppm.
The result showed that such a combination of chemo- and biocatalysis improved the catalytic yield more than two times compared with that of sole metal catalysis.I hope my blog about 56341-37-8 is helpful to your research.
Reference:
Article; Zhang, Zhuming; Ding, Qingjie; Liu, Jin-Jun; Zhang, Jing; Jiang, Nan; Chu, Xin-Jie; Bartkovitz, David; Luk, Kin-Chun; Janson, Cheryl; Tovar, Christian; Filipovic, Zoran M.; Higgins, Brian; Glenn, Kelli; Packman, Kathryn; Vassilev, Lyubomir T.; Graves, Bradford; Bioorganic and Medicinal Chemistry; vol. 22; 15; (2014); p. 4001 – 4009;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem