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Intramolecular Addition of Heteroaryllithium Compounds onto Activated Alkenes: Access to Heterofused Indolizines and Pyrroloazepines
Author(s) -
Azcargorta Ane Rebolledo,
Coya Estíbaliz,
Panaite Ana María,
Sotomayor Nuria,
Lete Esther
Publication year - 2017
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.201700123
Subject(s) - chemistry , intramolecular force , lithium (medication) , halide , acrylate , halogen , combinatorial chemistry , medicinal chemistry , organic chemistry , medicine , alkyl , monomer , endocrinology , polymer
Heteroaryllithium compounds, obtained by MesLi‐mediated halogen/lithium exchange, undergo intramolecular addition onto acrylamide and acrylate moieties. Both electron‐rich (thiophenyl) and electron‐deficient (pyridinyl, quinolinyl) heteroaromatic halides can be used for the formation of six‐ and seven‐membered rings, providing an efficient route to fused indolizines and pyrroloazepines in moderate to good yields.