Unusual Rearrangement-Remercuration Reactions of Allylic Silanols

2021 ◽  
Author(s):  
Shyam Sathyamoorthi ◽  
Someshwar Nagamalla ◽  
Frederick Seidl ◽  
Ranjeet Ranjeet Dhokale ◽  
Joel T Mague
Keyword(s):  
Unusual Rearrangement ◽  
Rearrangement Reactions

We present the first examples of rearrangement reactions of allylic silanol substrates into linear ketone and 5-membered cyclic silanediol organomercurial products. Both reactions are mediated by Hg(OTf)2 but differ in...

Unusual Rearrangement of Naphthalene in the Synthesis of a Novel B8-B8-Bridged Derivative in the [(1,2-C2B9H11)2-3-Co]- Series. X-Ray Structure and 11B NMR Spectra of [8,8'-μ-(CH2-C9H6)-(1,2-C2B9H10)2-3-Co]- (CH3)4N+

1997 ◽  
Vol 62 (5) ◽  
pp. 746-751 ◽  
Author(s):  
Andreas Franken ◽  
Jaromír Plešek ◽  
Christiane Nachtigal
Keyword(s):  
Nmr Spectroscopy ◽  
Single Crystal ◽  
Nucleophilic Substitution ◽  
Nmr Spectra ◽  
X Ray Diffraction ◽  
X Ray ◽  
Unusual Rearrangement ◽  
Multinuclear Nmr Spectroscopy ◽  
11B Nmr ◽  
Isolated Compound

On treatment of the [(1,2-C2B9H11)2Co]- ion with naphthalene in presence of AlCl3 a remarkably bridged [8,8'-μ-(CH2-C9H6)-(1,2-C2B9H10)2-3-Co]- ion is obtained as a single isolated compound. The triatomic -CH2-C9H6- bridge is derived from the rearranged naphthalene nucleus. The mechanism of this reaction is obscure but it does resemble the "Electrophile-Induced Nucleophilic Substitution" reported earlier. The structure of the compound was established by multinuclear NMR spectroscopy and by single crystal X-ray diffraction.

Interaction of heterocycles and nucleophiles. II. Sigma complexes formed from methoxide ion and Methoxy-3,5-dinitropyridines in dimethyl sulphoxide

1970 ◽  
Vol 23 (5) ◽  
pp. 957 ◽  
Author(s):  
MEC Biffin ◽  
J Miller ◽  
AG Moritz ◽  
DB Paul
Keyword(s):  
Dimethyl Sulphoxide ◽  
No Conversion ◽  
Solvation Effects ◽  
Sigma Complexes ◽  
Sigma Complex ◽  
Methoxide Ion ◽  
Rearrangement Reactions

Contrasting behaviour is observed when 2- and 4-methoxy-3,5-dinitropyridine interact with methoxide ion in dimethyl sulphoxide. The 4-methoxy compound affords both methine and acetal sigma complexes, the latter being thermodynamically more stable. The interconversion is catalysed by methanol. Labelling experiments have established that the sigma complex from the 2-methoxypyridine is formed by addition at C6; no conversion into the acetal could be effected. These observations are rationalized in terms of differential steric and solvation effects. Demethylation and rearrangement reactions of 4-methoxy-3,5-dinitropyridine are reported.

scholarly journals Recent development and applications of semipinacol rearrangement reactions

2021 ◽  
Author(s):  
Xiao-Ming Zhang ◽  
Bao-Sheng Li ◽  
Shao-Hua Wang ◽  
Kun Zhang ◽  
Fu-Min Zhang ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Quaternary Carbon ◽  
Carbon Formation ◽  
Semipinacol Rearrangement ◽  
Rearrangement Reactions

The recent development of semipinacol rearrangement is reviewed, highlighting its application in β-functionalized ketone synthesis, quaternary carbon formation and total synthesis.

Catalyst-Free [2,3]-Sigmatropic Rearrangement Reactions of Photochemically Generated Ammonium Ylides

Synthesis ◽  
2019 ◽  
Vol 51 (23) ◽  
pp. 4348-4358 ◽  
Author(s):  
Fang Li ◽  
Feifei He ◽  
Rene M. Koenigs
Keyword(s):  
Visible Light ◽  
Sigmatropic Rearrangement ◽  
Tertiary Amines ◽  
Amino Esters ◽  
Catalyst Free ◽  
Rearrangement Reaction ◽  
Rearrangement Reactions ◽  
Free Ammonium

The rearrangement reaction of ammonium ylides furnishes valuable α,α-disubstituted amino esters. In this work, we describe the visible-light photolysis reaction of aryldiazoacetates in the presence of tertiary amines that react via a free ammonium ylide in a sigmatropic rearrangement reaction to provide amino esters in moderate to very good yields (33 examples, up to 97% yield).

Transformation of a trialkynylphosphine oxide to a 2-alkylidene-1,2-dihydro-3-phosphete P-oxide ligand by Pt-H addition and rearrangement reactions. Activation of molecular hydrogen by a platinum(II) complex

1989 ◽  
Vol 8 (4) ◽  
pp. 1007-1014 ◽  
Author(s):  
Charles M. Lukehart ◽  
Andrew T. McPhail ◽  
Donald R. McPhail ◽  
James B. Myers ◽  
Hitesh K. Soni
Keyword(s):  
Molecular Hydrogen ◽  
Rearrangement Reactions

ChemInform Abstract: Asymmetric Organocatalytic Rearrangement Reactions

ChemInform ◽  
2010 ◽  
Vol 41 (34) ◽  
pp. no-no
Author(s):  
Albert Moyano ◽  
Niama El-Hamdouni ◽  
Ahmed Atlamsani
Keyword(s):  
Rearrangement Reactions

Structure and rearrangement reactions of some diglycosylamines

1987 ◽  
Vol 164 ◽  
pp. 195-205 ◽  
Author(s):  
Kazimír Linek ◽  
Juraj Alföldi ◽  
Jacques Defaye
Keyword(s):  
Rearrangement Reactions

Rearrangement reactions of epoxides in the presence of 2-mercaptopyridine N-oxide sodium salt.

Tetrahedron ◽  
1993 ◽  
Vol 49 (18) ◽  
pp. 3841-3848 ◽  
Author(s):  
Christopher Lampard ◽  
John A. Murphy ◽  
Norman Lewis
Keyword(s):  
Sodium Salt ◽  
Rearrangement Reactions

ChemInform Abstract: Lewis Acid Mediated Elimination and Rearrangement Reactions of α-Chlorosulfides Derived from Phenylthio-Substituted 4,5-Dihydrofuran-3(2H)-ones.

ChemInform ◽  
2010 ◽  
Vol 31 (16) ◽  
pp. no-no
Author(s):  
Daniel G. McCarthy ◽  
Cornelius C. Collins ◽  
Joan P. O'Driscoll ◽  
Simon E. Lawrence
Keyword(s):  
Lewis Acid ◽  
Rearrangement Reactions
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