A Photoinduced, Benzyne Click Reaction

作者:Gann Adam W; Amoroso Jon W; Einck Vincent J; Rice Walter P; Chambers James J; Schnarr Nathan A*
来源:Organic Letters, 2014, 16(7): 2003-2005.
DOI:10.1021/ol500389t

摘要

The [3 + 2] cycloaddition of azides and alkynes has proven invaluable across numerous scientific disciplines for imaging, cross-linking, and site-specific labeling among many other applications. We have developed a photoinitiated, benzyne-based [3 + 2] cycloaddition that is tolerant of a variety of functional groups as well as polar, protic solvents. The reaction is complete on the minute time scale using a single equivalent of partner azide, and the benzyne photo-precursor is stable for months under ambient light at room tempurature. Herein we report the optimization and scope of the photoinitiated reaction as well as characterization of the cycloaddition products.

  • 出版日期2014-4-4