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References (23)
-
P. Metzner, A. Thuillier (1993)
Sulfur Reagents in Organic Synthesis -
M. Furukawa, Kimitoshi Sato, T. Okawara (1982)
REACTIONS OF DIAMINO DISULFIDES, DIAMINO SULFIDES, AND DIAMINO SULFOXIDES WITH p-TOLUENESULFINIC ACIDChemistry Letters, 11
-
J. Dippy, S. Hughes, A. Różański (1959)
498. The dissociation constants of some symmetrically disubstituted succinic acidsJournal of The Chemical Society (resumed)
-
T. Okawara, T. Yamasaki, Kimitoshi Sato, Hiroyuki Miyazaki, M. Furukawa (1985)
Reactions of p-toluenesulfinic acid with dialkoxy or diamino sulfides and disulfidesChemical & Pharmaceutical Bulletin, 33
-
S. R. Harring, T. Livinghouse (1996)
Comprehensive Heterocyclic Chemistry II -
R. Saville (1958)
582. The reactions of amines and sulphur with olefins. Part IV. The chemical and thermal decompositions of NN′-thiobisamines and their reactions with olefinsJournal of The Chemical Society (resumed)
-
S. Oae (1991)
Organic Sulfur Chemistry: Structure and Mechanism -
E. Blake (1943)
The Reaction of Carbon Disulfide with Amine SulfidesJournal of the American Chemical Society, 65
-
Y. Sugihara, A. Kobiki, J. Nakayama (2009)
Synthesis and sulfuration of 2'-adamantylidene-9-benzonorbornenylideneHeterocycles, 78
-
Y. Sugihara, Yui Aoyama, J. Nakayama (2001)
Methyl Sulfonium Salts of 9,9′-Bibenzonorbornenylidene Episulfides: Preparation and IsomerizationChemistry Letters, 30
-
Y. Sugihara, Koichi Noda, J. Nakayama (2000)
Sulfuration of 9,9′-bibenzonorbornenylidenes by elemental sulfur: exclusive episulfide formation with retention of the configuration of alkenesTetrahedron Letters, 41
-
Y. Sugihara, Koichi Noda, J. Nakayama (2000)
Unprecedented anomalous stereochemistry of halogen additions to syn - and anti -9,9′-bibenzonorbornenylidenesTetrahedron Letters, 41
-
S. Harring, T. Livinghouse (1996)
1.06 – Thiiranes and Thiirenes: Fused-ring Derivatives, 1
-
Y. Sugihara, Rie Ohtsu, J. Nakayama (2008)
Anti-AND syn-9,9'-BIBENZONORBORNENYLIDENES AND 2,2'-BIADAMANTYLIDENEHeterocycles, 75
-
W. Pearson, B. Lian (1996)
1.01 – Aziridines and Azirines: Monocyclic, 1
-
W. Andō, N. Choi (1996)
1.05 – Thiiranes and Thiirenes: Monocyclic, 1
-
K. Rai, A. Hassner (1996)
1.02 – Aziridines and Azirines: Fused-ring Derivatives, 1
-
Y. Sugihara, Koichi Noda, J. Nakayama (2000)
Synthesis and Structure of Sterically Congested, New Alkenes, syn- and anti-9,9′-BibenzonorbornenylidenesBulletin of the Chemical Society of Japan, 73
-
R. J. Cremlyn (1996)
An Introduction to Organosulfur Chemistry -
W. Adam*, R. Bargon (2004)
Synthesis of thiiranes by direct sulfur transfer: the challenge of developing effective sulfur donors and metal catalysts.Chemical reviews, 104 1
-
E. Block (1973)
Reactions of Organosulfur Compounds -
A. Arancibia (1989)
SPECTROSCOPIC PROPERTIES OF N,N′-DITHIOBISAMINES AND THEIR CYCLIC ANALOGUES N,N′-DIALKYLCYCLOTETRASULFUR-1,4-DIIMIDESPhosphorus Sulfur and Silicon and The Related Elements, 44
-
F. Bordwell (1988)
Equilibrium Acidities in Dimethyl Sulfoxide SolutionAccounts of Chemical Research, 21
- Publisher
- Wiley
- Copyright
- Copyright © 2009 Wiley Subscription Services
- ISSN
- 1042-7163
- eISSN
- 1098-1071
- DOI
- 10.1002/hc.20505
- Publisher site
- See Article on Publisher Site
Abstract
On leaving 4,4′‐dithiodimorpholine 6 powder undisturbed at room temperature over 10 years, it led to the formation of 4,4′‐tetrathiodimorpholine 7. Reactions of 2′‐adamantylidene‐9‐benzonorbornenyidene 1 with 6, 7, and 4,4′‐thiodimorpholine 8 and a Brønsted acid in CH2Cl2 at room temperature proceeded to afford the corresponding thiiranes, 2 and 3. The order of reactivity of 4,4′‐oligothiodimorpholines combined with a Brønsted acid is 7 > 6 > 8. The thiirane 3 was transformed to 1 and 2 under the reaction conditions. © 2009 Wiley Periodicals, Inc. Heteroatom Chem 20:12–18, 2009; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20505
Journal
Heteroatom Chemistry – Wiley
Published: Jan 1, 2009