Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 3, Pages 1130-1134Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo802051r
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Funding
- State Key Basic Research & Development Program [2009CB825300]
- National Natural Science Foundation of China [20732005, 20423001]
- Shanghai Municipal Committee of Science and Technology
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CuX2-mediated (X = Cl, Br) halolactonization of monoesters of 1,2-allenyl phosphonic acids is presented. The reaction proceeded smoothly under the mild condition for differently substituted allenic substrates giving the 4-halo-2,5-dihydro[1,2]oxaphosphole 2-oxides in good yields. The Suzuki cross-coupling reaction of these bromides and even chlorides with organic boronic acids under the catalysis of PdCl2(Sphos)(2) afforded 4-substitueted-2,5-dihydro[1,2]oxaphosphole 2-oxides in moderate to good yields.
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