Catalytic α-arylation of imines leading to N-unprotected indoles and azaindoles
Nolan, Steven P.
KAUST DepartmentChemical Science Program
KAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division
Online Publication Date2016-04-07
Print Publication Date2016-05-06
Permanent link to this recordhttp://hdl.handle.net/10754/604381
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AbstractA Palladium-N-heterocyclic carbene-catalyzed methodology for the synthesis of substituted, N-unprotected indoles and azaindoles is reported. The protocol permits access to various, highly substituted members of these classes of compounds. Although two possible reactions pathways (deprotonative and Heck-like) can be proposed, control experiments, supported by computational studies, point towards a deprotonative mechanism being operative.
CitationCatalytic α-arylation of imines leading to N-unprotected indoles and azaindoles 2016 ACS Catalysis
SponsorsWe thank Dr. Josè A. Fèrnandez-Sàlas, Dr. Fady Nahra, and Dr. Marcel Brill for useful discussions. Dr. Sunil V. Sharma, Dr. Cristina Pubil and Dr. Rebecca J. M. Goss are gratefully acknowledged for the help provided during the revision of this manuscript. We thank ERC (FUNCAT to SPN) for funding. We thank the EPSRC NMSSC in Swansea for mass spectrometric analyses. The EPSRC is gratefully acknowledged for financial support (Ph.D. studentships to AB, GB, MC and RMN Through the doctoral training centre CRITICAT EP/L016419/1).
PublisherAmerican Chemical Society (ACS)