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Palladium‐Catalyzed Reaction of MBH Acetates and Terminal Alkynes: Cascade Synthesis of Phenanthridine and 6‐Arylethynylphenanthridine
Author(s) -
Gupta Tanu,
Singh Jay Bahadur,
Singh Rashmi,
Singh Radhey M.
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201800725
Subject(s) - chemistry , phenanthridine , palladium , regioselectivity , catalysis , cascade , cascade reaction , combinatorial chemistry , medicinal chemistry , organic chemistry , chromatography
We have described the palladium‐catalyzed regioselective cascade synthesis of phenanthridines and 6‐arylethynylphenanthridines in good to excellent yields from a reaction between Morita–Baylis–Hillman (MBH) acetates and terminal alkynes. These cascade reactions are temperature controlled and favor the formation of phenanthridines when conducted at 50 °C and of 6‐arylethynylphenanthridines when performed at 80 °C.