2-[(Neopentyl glycolato)boryl]phenyl Triflates and Halides for Fluoride Ion-Mediated Generation of Functionalized Benzynes
2-[(Neopentyl glycolato)boryl]phenyl trifluoromethanesulfonates (triflates) and halides have been developed as new benzyne precursors, which generate benzynes at 120°C in the presence of a fluoride ion. There are two major features of these types of precu
On the use of 2-(trimethylsilyl)iodobenzene as a benzyne precursor
A mild method for the generation of benzynes from 2-(trimethylsilyl) iodobenzene derivatives is reported. The employment of silver fluoride in conjunction with caesium fluoride is key for promoting useful levels of elimination and providing benzyne derived products in good yields. Moreover, the substrates are accessed by a novel alkynyl iodide cycloaddition.
Crossley, James A.,Kirkham, James D.,Browne, Duncan L.,Harrity, Joseph P. A.
scheme or table
p. 6608 - 6610
(2011/01/12)
An alkynylboronate cycloaddition strategy to functionalised benzyne derivatives
A new approach to benzyne precursors has been developed that involves the [4+2] cycloaddition of trimethylsilyl alkynylboronates with 2-pyrones, followed by oxidation and trifluoromethylsulfonylation of the boronate moiety. The Royal Society of Chemistry
Kirkham, James D.,Delaney, Patrick M.,Ellames, George J.,Row, Eleanor C.,Harrity, Joseph P. A.
supporting information; experimental part
p. 5154 - 5156
(2010/10/19)
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