Tetrahedron Letters, volume 50, issue 11, pages 1240-1242
An efficient and mild iron-mediated synthesis of alkenyl halides via direct C–C bond formation of benzyl alcohols and aryl alkynes
Zhongquan Liu
1
,
Jianguo Wang
1
,
Jie Han
1
,
Yankai Zhao
1
,
Bo Zhou
1
Publication type: Journal Article
Publication date: 2009-03-01
Journal:
Tetrahedron Letters
scimago Q3
wos Q3
SJR: 0.323
CiteScore: 3.5
Impact factor: 1.5
ISSN: 00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
This work demonstrated an efficient and mild method for preparing various substituted alkenyl halides via direct C–C bond formation of benzyl alcohols and aryl alkynes in CH 2 Cl 2 at 50 °C by using 50 mol % of FeCl 3 ·6H 2 O or FeBr 3 . Compared with the systems using excessive boron trihalides and stoichiometric n -BuLi to prepare substituted alkenyl halides, the present procedure would provide an excellent alternative due to the environmentally benign system and atom efficiency. This work demonstrated an efficient and mild method for preparing various substituted alkenyl halides via direct C–C bond formation of benzyl alcohols and aryl alkynes in CH 2 Cl 2 at 50 °C by using 50 mol % of FeCl 3 ·6H 2 O or FeBr 3 . Compared with the systems using excessive boron trihalides and stoichiometric n -BuLi to prepare substituted alkenyl halides, the present procedure would provide an excellent alternative due to the environmentally benign system and atom efficiency.
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