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. Author manuscript; available in PMC: 2013 Sep 21.
Published in final edited form as: J Org Chem. 2012 Sep 6;77(18):8257–8267. doi: 10.1021/jo3015825

Table 2.

One-Pot Phosphine-Catalyzed Syntheses of Substituted 3-Acetylquinolinesa

graphic file with name nihms404426t2.jpg

entry substrate product time (h) yield (%)b
1 graphic file with name nihms404426t3.jpg graphic file with name nihms404426t4.jpg 4 88
2 graphic file with name nihms404426t5.jpg graphic file with name nihms404426t6.jpg 5 89
3 graphic file with name nihms404426t7.jpg graphic file with name nihms404426t8.jpg 19 94
4 graphic file with name nihms404426t9.jpg graphic file with name nihms404426t10.jpg 19 96
5 graphic file with name nihms404426t11.jpg graphic file with name nihms404426t12.jpg 11 95
6 graphic file with name nihms404426t13.jpg graphic file with name nihms404426t14.jpg 1.5 99
7 graphic file with name nihms404426t15.jpg graphic file with name nihms404426t16.jpg 1.5 92
a

2a (1.5 equiv.) was added in one portion to a solution of 1 (0.2 M) and PPh3 (10 mol%) in MeCN.

b

Isolated yield.