4.8 Article

Regioselective Decarboxylative Direct C-H Arylation of Boron Dipyrromethenes (BODIPYs) at 2,6-Positions: A Facile Access to a Diversity-Oriented BODIPY Library

期刊

ORGANIC LETTERS
卷 16, 期 23, 页码 6080-6083

出版社

AMER CHEMICAL SOC
DOI: 10.1021/ol502883x

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资金

  1. National Basic Research Program of China (973 Program) [2011CB808601]
  2. National NSF of China [21432005, 21272160, 21025205, 21321061, J1103315]
  3. College of Chemistry, Sichuan University

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A palladium-catalyzed regioselective decarboxylative direct C-H arylation of boron dipyrromethenes (BODIPYs) at the 2,6-positions has been developed as a late-stage approach to rapidly assemble a diversity-oriented BODIPY library. With the complement of this protocol, the direct C-H arylation of BODIPYs becomes regiocontrollable at alpha- and beta-positions. A new type of indole-fused BODIPY exhibiting bright red/NIR fluorescence with a large molar extinction coefficient (145 500 M-1 cm(-1)) and a high quantum yield (71%) has been synthesized for the first time.

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