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Search for "Friedel–Crafts reaction" in Full Text gives 60 result(s) in Beilstein Journal of Organic Chemistry.
Gold(I)-catalyzed 6-endo hydroxycyclization of 7-substituted-1,6-enynes
Beilstein J. Org. Chem. 2013, 9, 2242–2249, doi:10.3762/bjoc.9.263
- subsequent Friedel–Crafts reaction (Scheme 6). Both compounds were isolated as single stereoisomers with a high overall yield [43]. In this case, the 5-exo pathway was more competitive compared to the result of model substrate 1a, probably due to the Thorpe–Ingold-type effect caused by the methyl group at
Some aspects of radical chemistry in the assembly of complex molecular architectures
Beilstein J. Org. Chem. 2013, 9, 557–576, doi:10.3762/bjoc.9.61
- –cyclisation leading to indoline 97 with an intramolecular Friedel–Crafts reaction to afford a tricyclic derivative 98 substituted by a trifluoromethyl group [44]. The second exploits the presence of both a protected primary amine and an easily substitutable chlorine on the pyrimidine ring in 99a,b to afford
- , which smoothly undergoes an intramolecular Friedel–Crafts reaction to generate the last ring in intermediate 169. Finally, reduction of the lactam and unmasking of the ketone causes the migration of the olefin to complete the synthesis of the target structure 170. The generation of radicals using nickel
An efficient access to the synthesis of novel 12-phenylbenzo[6,7]oxepino[3,4-b]quinolin-13(6H)-one derivatives
Beilstein J. Org. Chem. 2012, 8, 1849–1857, doi:10.3762/bjoc.8.213
- could be easily removed from aromatic nuclei by Friedel–Crafts reaction at a high reaction temperature using a high-boiling-point solvent [42], we presumed the occurrence of debutylation reaction during the cyclization course probably due to the high reaction temperature. Considering these results, an
C2-Alkylation of N-pyrimidylindole with vinylsilane via cobalt-catalyzed C–H bond activation
Beilstein J. Org. Chem. 2012, 8, 1536–1542, doi:10.3762/bjoc.8.174
- different when it comes to direct C–H alkylation [10][11]. The intrinsically nucleophilic C3 position of indole is amenable to a variety of catalytic alkylation reactions such as Friedel–Crafts reaction [5]. On the other hand, C2-alkylation of indoles has traditionally required 2-lithioindoles generated by
A practical microreactor for electrochemistry in flow
Beilstein J. Org. Chem. 2011, 7, 1108–1114, doi:10.3762/bjoc.7.127
- be used in different subsequent reactions (Scheme 1). The first reaction studied was a Friedel–Crafts reaction of aromatic compounds. In comparison with the "cation pool" method, the "cation flow" method was far more successful for this reaction, producing the monoalkylated product 2 in 92% yield in
Synthetic applications of gold-catalyzed ring expansions
Beilstein J. Org. Chem. 2011, 7, 767–780, doi:10.3762/bjoc.7.87
- activation of the cyclopropene, cation 55 is formed. C–C bond cleavage of the cyclopropyl ring followed by a Friedel–Crafts reaction affords, after recovery of aromaticity, the observed products [47]. 4 Ring expansions involving annulation reactions Diels–Alder, [1,3]-dipolar-, [2 + 2]- and [4 + 3
When cyclopropenes meet gold catalysts
Beilstein J. Org. Chem. 2011, 7, 717–734, doi:10.3762/bjoc.7.82
- secondary benzylic cyclopropyl cation). The gold carbene 31 was captured by the aromatic group at C3 via an intramolecular Friedel–Crafts reaction. Subsequent elimination of AcOH from compound 33 then delivered methylene indene 30 (Scheme 14) [21]. Other gold-catalyzed rearrangements of cyclopropenes that
- ]. Indene 36a is, as previously mentioned, the product resulting from an intramolecular Friedel–Crafts reaction (Scheme 15). For unsymmetrical cyclopropenes 34b–34d possessing a trisubstituted endocyclic double bond, the rearrangement took place at rt and invariably led to mixtures of furanones 35b–35d, and
A review of new developments in the Friedel–Crafts alkylation – From green chemistry to asymmetric catalysis
Beilstein J. Org. Chem. 2010, 6, No. 6, doi:10.3762/bjoc.6.6
- , or styrenes, can be used instead of toxic benzyl halides. Additionally, only low catalyst loadings are needed to provide a wide range of products. Following a short introduction about the origin and classical definition of the Friedel–Crafts reaction, the review will describe the different
- environmentally benign substrates which can be applied today as an approach towards greener processes. Additionally, the first diastereoselective and enantioselective Friedel–Crafts-type alkylations will be highlighted. Keywords: allyl alcohols; arene; asymmetric Friedel–Crafts reaction; benzyl alcohols; Friedel
Synthesis and redox behavior of new ferrocene- π-extended- dithiafulvalenes: An approach for anticipated organic conductors
Beilstein J. Org. Chem. 2009, 5, No. 6, doi:10.3762/bjoc.5.6
- In conclusion, a number of 1,1′-substituted diacylferrocenes 5a–e were synthesized by Friedel–Crafts reaction. Their structures were confirmed by spectral analyses and were in satisfactory agreements with those reported in literature. Some new 1,1′-bis(1,3-DTF)Fc’s and Fc-DTFs were made as
Diels- Alder reactions using 4,7-dioxygenated indanones as dienophiles for regioselective construction of oxygenated 2,3-dihydrobenz[f]indenone skeleton
Beilstein J. Org. Chem. 2008, 4, No. 15, doi:10.3762/bjoc.4.15
- ], regioselective synthesis of 4,8,9-trioxygenated 2,3-dihydrobenz[f]indenone 4 [22] was a key issue, which was achieved via C ring construction with intramolecular Friedel-Crafts reaction of naphthalenepropanoic acid 5 (path A, Scheme 1) [23]. However, the utilization of a stoichiometric amount of expensive silver
- ). Intramolecular Friedel-Crafts reaction of 2,5-dimethoxybenzenepropanoic acid (15) and the 4-brominated derivative 16 [31], by a procedure modified from the synthesis of 4 [23], afforded the corresponding indanones 17 and 18. Cerium ammonium nitrate (CAN) oxidation [32] of indanone 17 smoothly afforded
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