3889-18-7Relevant academic research and scientific papers
PHOTOREACTION OF 1- AND 3-ARALKYL ALICYCLIC THIOIMIDES: FACILE SYNTHESES OF VARIOUS AZABICYCLOALKANES VIA NORRISH TYPE II PROCESS
Oda, Kazuaki,Fukuzawa, Yuichi,Ohno, Kosei,Machida, Minoru,Kanaoka, Yuichi
, p. 71 - 78 (2007/10/02)
Photolysis of the 1-(ω-aralkyl)cyclic thioimides (1 b,e,g,h) gave a pair of stereoisomers of 1-azabicycloalkanes (2, 3) in moderate yields.Similarly, in 3-(ω-phenylalkyl)cyclic thioimides (5a-e), a pair of stereoisomers of 2-azabicycloalkanes (6, 7) were
INTRAMOLECULAR PHOTOCYCLIZATION OF 3-SUBSTITUTED ALICYCLIC DITHIOIMIDES: FACILE SYNTHESIS OF 2-AZABICYCLOALKANES VIA THE NORRISH TYPE II PROCESS
Oda, Kazuaki,Machida, Minoru,Kanaoka, Yuichi
, p. 4406 - 4409 (2007/10/02)
Upon irradiation, dithiosuccinimides (1a-c) and dithioglutarimides (1d-f) with an aralkyl group at the α-position of the thiocarbonyl group undergo the Norrish type II reaction to give the cyclized products (2a-e), 2-azabicycloalkanes with varying ring size.KEYWORDS - dithiosuccinimide; dithioglutarimide; intramolecular photocyclization; Norrish type II reaction; 2-azabicycloalkane
Photochemistry of the Thioimide Systems: Imide-Thietanes
Machida, Minoru,Oda, Kazuaki,Yoshida, Eiichi,Kanaoka, Yuichi
, p. 1681 - 1688 (2007/10/02)
General photochemical behavior of cyclic thioimides, nitrogen-thiocarbonyl systems, was studied.The dithioimides were inert to the Norrish type I and II reactions in contrast to the behavior of their oxygen analogues (imides) and nitrogen-lacking counterparts (thiones).However, various aliphatic and aromatic di- and monothioimides underwent intermolecularly efficient photocycloaddition with olefins to afford the imide-thietanes in good yields.
