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Synthesis of isoxazolo[2,3‐ a ]quinoxalines and pyrrolo[1,2‐ a ]quinoxalines by 1,3‐dipolar cycloaddition reaction
Author(s) -
Kim Ho Sik,
Kurasawa Yoshihisa,
Yoshii Chiemi,
Masuyama Minako,
Takada Atsushi,
Okamoto Yoshihisa
Publication year - 1990
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.5570270458
Subject(s) - chemistry , cycloaddition , 1,3 dipolar cycloaddition , ring (chemistry) , stereochemistry , oxide , transformation (genetics) , medicinal chemistry , organic chemistry , catalysis , biochemistry , gene
The isoxazolo[2,3‐ a ]quinoxalines 11a,b and pyrrolo[1,2‐a]quinoxalines 12a,b were selectively synthesized from the 2‐substituted 6‐chloroquinoxaline 4‐oxides 10a,b . The pyrrolo[1,2‐a]quinoxalines 12a,b were clarified to be produced by the ring transformation of the isoxazolo[2,3‐a]quinoxalines 11a,b . The pyrrolo[1,2‐a]quinoxalines 14a,b were obtained from both 2,6‐dichloroquinoxaline 4‐oxide 9 and compounds 12a,b .