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Metal‐Free Synthesis of Furocoumarins: An Approach via Iodine‐Promoted One‐Pot Cyclization between 4‐Hydroxycoumarins and Acetophenones
Author(s) -
Pham Phuc H.,
Nguyen Que T. D.,
Tran Nhu K. Q.,
Nguyen Vu H. H.,
Doan Son. H.,
Ha Hiep Q.,
Truong Thanh,
Phan Nam T. S.
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.201800983
Subject(s) - furocoumarins , chemistry , transition metal , catalysis , iodine , alkylation , organic chemistry , metal , combinatorial chemistry , photochemistry
A transition metal‐free approach was developed to achieve substituted furocoumarins via an iodine‐promoted one‐pot cyclization between 4‐hydroxycoumarins and acetophenones. High yields of furocoumarins were achieved in the presence of NH 4 OAc as an additive, while neither acidic nor basic additives were effective. The reaction would proceed via a 5‐exo‐tet cyclization but not an O‐alkylation. The fact that commercially available starting materials could be used without the need of a transition metal catalyst could be a significant advantage.