Ritter reactions. Part 14. Rearrangement of 3,3,7,7-tetramethyl-6-methylidenebicyclo[3.3.1]nonan-2-one

Djamal Djaidi 1
, 
Ivy S H Leung 1
, 
Roger Bishop 1
, 
Donald C. Craig 1
, 
Marcia L. Scudder 1
1
 
Publication type: Journal Article
Publication date: 2000-01-01
Royal Society of Chemistry (RSC)
SJR: —
CiteScore: —
Impact factor: —
ISSN: 0300922X, 13645463, 14727781
General Medicine
Abstract
When the bicyclic ketone 1 is reacted with concentrated sulfuric acid and acetonitrile a complex sequence of reactions ensues. The compounds 2–6 are formed, with several of these being obtainable in good yields through careful control of the reaction conditions. X-Ray crystallography was used to determine unambiguously the structures of 4–6. These molecular conversions involve both rearrangement and Ritter reactions, and mechanistic explanations are proposed.
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GOST Copy
Djaidi D. et al. Ritter reactions. Part 14. Rearrangement of 3,3,7,7-tetramethyl-6-methylidenebicyclo[3.3.1]nonan-2-one // Journal of the Chemical Society Perkin Transactions 1. 2000. Vol. 13. pp. 2037-2042.
GOST all authors (up to 50) Copy
Djaidi D., Leung I. S. H., Bishop R., Craig D. C., Scudder M. L. Ritter reactions. Part 14. Rearrangement of 3,3,7,7-tetramethyl-6-methylidenebicyclo[3.3.1]nonan-2-one // Journal of the Chemical Society Perkin Transactions 1. 2000. Vol. 13. pp. 2037-2042.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1039/b002544p
UR - https://doi.org/10.1039/b002544p
TI - Ritter reactions. Part 14. Rearrangement of 3,3,7,7-tetramethyl-6-methylidenebicyclo[3.3.1]nonan-2-one
T2 - Journal of the Chemical Society Perkin Transactions 1
AU - Djaidi, Djamal
AU - Leung, Ivy S H
AU - Bishop, Roger
AU - Craig, Donald C.
AU - Scudder, Marcia L.
PY - 2000
DA - 2000/01/01
PB - Royal Society of Chemistry (RSC)
SP - 2037-2042
IS - 13
SN - 0300-922X
SN - 1364-5463
SN - 1472-7781
ER -
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Cite this
BibTex (up to 50 authors) Copy
@article{2000_Djaidi,
author = {Djamal Djaidi and Ivy S H Leung and Roger Bishop and Donald C. Craig and Marcia L. Scudder},
title = {Ritter reactions. Part 14. Rearrangement of 3,3,7,7-tetramethyl-6-methylidenebicyclo[3.3.1]nonan-2-one},
journal = {Journal of the Chemical Society Perkin Transactions 1},
year = {2000},
publisher = {Royal Society of Chemistry (RSC)},
month = {jan},
url = {https://doi.org/10.1039/b002544p},
number = {13},
pages = {2037--2042},
doi = {10.1039/b002544p}
}