Concepedia

An alkynylboronate cycloaddition strategy to functionalised benzyne derivatives

James D. Kirkham, Patrick M. Delaney, George J. Ellames, Eleanor C. Row, Joseph P. A. Harrity

Chemical Communications · 2010 · 41 citations · 41 references

DOI

Concepts

Abstract

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.

References

41

FLUORIDE-INDUCED 1,2-ELIMINATION OF <i>O</i>-TRIMETHYLSILYLPHENYL TRIFLATE TO BENZYNE UNDER MILD CONDITIONS

Yoshio Himeshima, Takaaki Sonoda, Hiroshi Kobayashi · Chemistry Letters · 1983 · 928 citations

, , +3

Efficient Palladium-Catalyzed Cyclotrimerization of Arynes: Synthesis of Triphenylenes

Diego Peña, Sonia Escudero, Dolores Pérez et al. · Angewandte Chemie International Edition · 1998 · 296 citations

, , +7

Benzyne Click Chemistry: Synthesis of Benzotriazoles from Benzynes and Azides

Feng Shi, Jesse P. Waldo, Yu Chen et al. · Organic Letters · 2008 · 268 citations · Full text

, , +8

Palladium-Catalyzed Cocyclization of Arynes with Alkynes:  Selective Synthesis of Phenanthrenes and Naphthalenes

Diego Peña, Dolores Pérez, Enrique Guitián et al. · Journal of the American Chemical Society · 1999 · 219 citations

, , +10

Synthesis of Indazoles by the [3+2] Cycloaddition of Diazo Compounds with Arynes and Subsequent Acyl Migration

Zhijian Liu, Feng Shi, Pablo David Grigol Martinez et al. · The Journal of Organic Chemistry · 2007 · 184 citations

, , +8