Journal
ORGANIC LETTERS
Volume 18, Issue 17, Pages 4352-4355Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b02109
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Funding
- NBRPC 973 Program [2015CB856600]
- NSFC [21472050, 21272075]
- NCET [120178]
- DFMEC [20130076110023]
- Fok Ying Tung Education Foundation [141011]
- program for Shanghai Rising Star [15QA1401800]
- Professor of Special Appointment (Eastern Scholar) at Shanghai Institutions of Higher Learning
- National Program for Support of Top-Notch Young Professionals
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A palladium-catalyzed multicomponent reaction (MCR) involving aryne, CO, and aniline is established for straightforward assembly of a phenanthridinone scaffold through C-H bond activation. Free combination with multiple kinds of readily available anilines and arynes is facilely achieved for phenanthridinone construction without prefunctionalization. Representative natural products were subsequently synthesized through this MCR strategy highly efficiently. Control experiments and interval NMR tracking revealed the mechanism, particularly the key role of CuF2 in determining the aryne-releasing rate from the precursor in this transformation.
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