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Synthesis of 3‐Amino‐8‐azachromans and 3‐Amino‐7‐azabenzofurans via Inverse Electron Demand Diels–Alder Reaction
Author(s) -
Badarau Eduard,
Suzenet Franck,
Fînaru AdrianaLuminiţa,
Guillaumet Gérald
Publication year - 2009
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.200900191
Subject(s) - chemistry , moiety , substituent , diels–alder reaction , amine gas treating , ring (chemistry) , inverse , amino acid , organic chemistry , stereochemistry , catalysis , biochemistry , geometry , mathematics
The synthesis of 3‐amino‐8‐azachromans and 3‐amino‐7‐azabenzofurans derivatives is reported. The synthetic strategy is based on an inverse electron demand Diels–Alder approach, which employs 1,2,4‐triazines that are judiciously substituted with amino alkynols. This approach permits the variation of the substituent on the aromatic core and on the amine moiety, as well as of the size of the nonaromatic ring.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)