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Ti‐Catalyzed Synthesis of Exocyclic Allenes on Oxygen Heterocycles
Author(s) -
Padial Natalia M.,
HernándezCervantes Carmen,
MuñozBascón Juan,
RoldánMolina Esther,
GarcíaMartínez Mireya,
RuizMuelle Ana Belén,
Rosales Antonio,
ÁlvarezCorral Míriam,
MuñozDorado Manuel,
RodríguezGarcía Ignacio,
Oltra J. Enrique
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.201601444
Subject(s) - chemistry , propargyl , catalysis , allene , halide , oxygen , functional group , medicinal chemistry , organic chemistry , polymer
A general method for the straightforward synthesis of exocyclic allenes on five‐, six‐, seven‐, and eight‐membered oxygen heterocycles is described. A Barbier‐type titanocene(III)‐catalyzed cyclization of propargyl halides with a pendant carbonyl group is the key step of the process. This reaction is compatible with many functional groups, and can be smoothly carried out under neutral and mild conditions at room temperature.