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Issue 20, 2019

Highly regioselective α-formylation and α-acylation of BODIPY dyes via tandem cross-dehydrogenative coupling with in situ deprotection

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Abstract

A metal-free C–H formylation and acylation of BODIPY dyes using a variety of dioxolane derivatives as aldehyde equivalents is reported, providing a postfunctionalization method for controllable synthesis of BODIPYs with carbonyl groups at 3,5-positions via a radical process. The photophysical properties of resultant dyes from this efficient one-pot, chemo- and site-selective transformation have been studied.

Graphical abstract: Highly regioselective α-formylation and α-acylation of BODIPY dyes via tandem cross-dehydrogenative coupling with in situ deprotection

Supplementary files

Article information


Submitted
24 Apr 2019
Accepted
02 May 2019
First published
03 May 2019

Org. Biomol. Chem., 2019,17, 5121-5128
Article type
Paper

Highly regioselective α-formylation and α-acylation of BODIPY dyes via tandem cross-dehydrogenative coupling with in situ deprotection

F. Lv, Y. Yu, E. Hao, C. Yu, H. Wang, N. Boens and L. Jiao, Org. Biomol. Chem., 2019, 17, 5121 DOI: 10.1039/C9OB00927B

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