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Electron impact induced cyclizations in 4‐chioro‐3‐( N ‐aryliminomethyl) (2 H ) benzopyrans and benzothiopyrans
Author(s) -
Ramana D. V.,
Balasubramanian K. K.,
Srinivas R.,
Saiganesh R.,
Swaminathan K.
Publication year - 1987
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210220106
Subject(s) - benzopyrans , intramolecular force , benzopyran , fragmentation (computing) , chemistry , mass spectrum , stereochemistry , medicinal chemistry , organic chemistry , computer science , ion , operating system
Intramolecular substitutions leading to cyclizations with the ejection of chlorine have been noticed during mass spectral fragmentation of 4‐chloro‐3‐( N ‐aryliminomethyl) (2H) benzopyrans and benzothiopyrans. Very interesting ortho effects involving intramolecular substitutions have also been observed in 6‐methyl‐4‐diloro‐3‐[ N ‐(2‐methoxyphenyliminomethyl)] (2H) benzopyran and 6‐methyl‐4‐chloro‐3‐[ N ‐(2‐chlorophenyliminomethyl)]‐(2H) benzopyran. The proposed fragmentation mechanisms have been supported by the accurate mass measurements and linked scan studies.