Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 138, Issue 2, Pages 495-498Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.5b11569
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Funding
- 1000-Youth Talents Plan
- Jiangsu Specially-Appointed Professor Plan
- NSF of China [21402086]
- NSF of Jiangsu Province [BK20140594]
- Priority Academic Program Development of Jiangsu Higher Education Institutions
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In the past decade, direct C-H arylation of indoles has been developed with high selectivity at the C2 and C3 positions via transition-metal-catalyzed cross-coupling reactions. Here we show that C-H activation can be directed to the C7 position with high selectivity in Pd-catalyzed coupling of indoles with arylboronic acids. The key to this high regioselectivity is the appropriate choice of a phosphinoyl directing group and a pyridine-type ligand in the presence of Pd(OAc)(2) catalyst. This previously elusive transformation should provide insight for the design of other cross-couplings as well.
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