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Synthesis and photochemical reaction of 1,4‐dialkyl‐7‐oxa‐2,3,5,6‐tetrakis(trifluoromethyl)bicyclohepta‐2,5‐diene
Author(s) -
Nishida Masakazu,
Hayakawa Yoshio,
Matsui Masaki,
Shibata Katsuyoshi,
Muramatsu Hiroshige
Publication year - 1992
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570290119
Subject(s) - trifluoromethyl , chemistry , cyclopentadiene , diene , furan , cyclopentadienyl complex , medicinal chemistry , ketone , photochemistry , organic chemistry , catalysis , alkyl , natural rubber
Diels‐Alder reaction of 2,5‐dialkyl‐3,4‐bis(trifluoromethyl)furan with hexafluoro‐2‐butyne gave 1,4‐dialkyl‐7‐oxa‐2,3,5,6‐tetrakis(trifluoromethyl)bicyclohepta‐2,5‐diene. Irradiation (uv) of 1,4‐diethyl‐7‐oxa‐2,3,5,6‐tetrakis(trifluoromethyl)bicyclohepta‐2,5‐diene afforded 1‐ethyl‐2,3,4,5‐tetrakis(trifluoromethyl)‐1,4‐cyclopentadiene, ethyl 3‐[l‐ethyl‐2,3,4,5‐tetrakis(trifluoromethyl)‐1,4‐cyclopentadienyl] ketone, and 2,7‐diethyl‐3,4,5,6‐tetrakis(trifluoromethyl)oxepin.