Showing papers on "Carroll rearrangement published in 1980"
55 citations
TL;DR: The reaction of 2-chlorocycloalkanones with vinylmagnesium chloride gives 1,2-divinylcycloalkansols as mentioned in this paper, which proceeds via a rearrangement of initially formed 2 -chloro-1-vinylcycloALKanols to 2-...
Abstract: The reaction of 2-chlorocycloalkanones with vinylmagnesium chloride gives 1,2-divinylcycloalkanols. Divinylation proceeds via a rearrangement of initially formed 2-chloro-1-vinylcycloalkanols to 2-...
31 citations
25 citations
24 citations
TL;DR: Gas-phase generation of benzonitrile N-methyl-imide (3) leads to rearrangement to 1-methylene-2-benzylidenehydrazine (5) and methylphenylcarbodi-imides (9).
Abstract: Gas-phase generation of benzonitrile N-methyl-imide (3) leads to rearrangement to 1-methylene-2-benzylidenehydrazine (5) and methylphenylcarbodi-imide (9); the latter is also obtained in 85% yield by flash vacuum pyrolysis of 1-methyl-5-phenyltetrazole
24 citations
TL;DR: In this paper, a competition between the symmetry-allowed [3, 2] sigmoidropic rearrangement and the non-allowed Stevens [1,2] rearrangements is formulated either as proceeding via a radical pair intermediate or as being a concerted symmetry-forbidden process.
Abstract: The base catalysed rearrangement of the quaternary ammonium salts (9) usually gives the [3,2] sigmatropic rearrangement product (10) rather than the Stevens [1,2] rearrangement product (11). An earlier claim has been corrected : the corresponding reaction of the acetylenic ammonium chloride (16) gives the allene (18). These results are discussed in terms of a competition between the symmetry-allowed [3,2] sigmatropic rearrangement and the non-allowed Stevens [1,2] rearrangement which is formulated either as proceeding via a radical pair intermediate or as being a concerted symmetry-forbidden process.
18 citations
TL;DR: In this paper, the authors proposed a method for diosphenol allyl ethers to attach an allyl group to hindered carbon centers by thermal rearrangement of the allyl groups.
18 citations
TL;DR: In this article, the action of hydrazine on 3-methylmercapto-5-oxo-4-aryl-4,5-dihydro-1,2,4-triazines led to a novel rearrangement.
14 citations
13 citations
TL;DR: In this article, α-Ketoacetals, derived from alkylaryl-α-diones and with acetalized benzoyl moiety, were synthesized by alkoxide induced rearrangement of α-bromo-α -fluoroalkylarylketones.
12 citations
TL;DR: The thermally labile spiro-3H-pyrazoles obtained by the reaction of diazoindenothiophenes with dimethyl acetylenedicarboxylate were formed via Van Alphen-Huttel rearrangement followed by the migration of an ester group.
Abstract: The thermally labile spiro-3H-pyrazoles obtained by the reaction of diazoindenothiophenes with dimethyl acetylenedicarboxylate rearranged into the corresponding 3H-pyrazoles which are formed via Van Alphen–Huttel rearrangement followed by the migration of an ester group.
TL;DR: In this article, a rearrangement of humulene-8,9-epoxide with tin(IV) chloride leads to the formation of a bicyclic alcohol, the structure of which is related to a rearrange product of humula itself.
TL;DR: A series of allyloxy unsaturated tetrahydroazepinones has been prepared and their Claisen rearrangements have been investigated as mentioned in this paper, and the unsaturated ethers generally showed marked muscular depression on the central nervous system of mice.
Abstract: A series of allyloxy unsaturated tetrahydroazepinones has been prepared and their Claisen rearrangements have been investigated. The 4-allyloxy compounds (4a-e) rearranged thermally to give the 3-substituted hexahydro derivatives (9). In some cases further reaction products were obtained, particularly when higher temperatures were used. Rearrangement of the 4-propargyloxy system (4f) proved more complicated, and N-allyl-2,3,4,5-tetrahydro-1H-azepin-2-one derivatives (21a,b) were unreactive. Alkylation of the hexahydroazepine-2,4-dione system (3) with various allyl halides gave mixtures of the 3-mono-(20) and the 3,3-di-substituted (19) products. The unsaturated ethers generally showed marked muscular depression on the central nervous system of mice, while their rearrangement products were only weakly depressant.
TL;DR: In this paper, the Cope rearrangement of 1,5-dienyl trimethylsilyl-cyanohydrins to α-trimethyl-silyoxy-α,β-unsaturated nitriles and their cleavage to methyl δ-hexenoates is discussed.
TL;DR: The rate constants for rearrangement of the 2,2,5,5-tetramethyl-3-hexyn-1-yl radical to 2,6,6-trimethyl-4-heptyn-2-yl was measured from 45 to 88 °C by kinetic epr spectroscopy.
Abstract: The rate constants for rearrangement of the 2,2,5,5-tetramethyl-3-hexyn-1-yl radical to the 2,6,6-trimethyl-4-heptyn-2-yl radical have been measured from 45 to 88 °C by kinetic epr spectroscopy. Th...
TL;DR: The structure of a tricyclic diketone produced during Meyer-Schuster rearrangement has been established by chemical and X-ray crystallographic evidence.
Abstract: The structure of a tricyclic diketone produced during Meyer–Schuster rearrangement has been established by chemical and X-ray crystallographic evidence.
TL;DR: In this article, the acid catalyzed rearrangement of 1-bromotetracyclo[4.3.0.1]nonan-4-one 1b has been studied.
Abstract: The acid catalyzed rearrangement of 1-bromotetracyclo[4.3.0.02.503.8]nonan-4-one 1b has been studied. With aqueous HBr, the exclusive formation of 2,7-dibromotricyclo[4.2.1.03.7]-nonan-4-one 4b was observed. This structure was established by X-ray analysis. The divergency in behaviour of seco-homocubane 1b and its 9-ethylene acetal derivative 1a towards acidic reagents reveals a directing effect of the 9-ethylene acetal function on the skeletal rearrangement.
TL;DR: In this paper, the arrangement of 2,2′-spirobichroman derivatives having electron donating substituents into 4,4′-dihydroxy-1,1′ -spirobiindane analogues was effected by boiling solution of the former in HBr- or HI-HBr-acetic acid.
Abstract: Rearrangement of 2,2′-spirobichroman derivatives having electron donating substituents into 4,4′-dihydroxy-1,1′-spirobiindane analogues was effected by boiling solution of the former in HBr- or HI-HBr-acetic acid.