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Search for "organometallics" in Full Text gives 36 result(s) in Beilstein Journal of Organic Chemistry.
Stereoselective synthesis of tricyclic compounds by intramolecular palladium-catalyzed addition of aryl iodides to carbonyl groups
Beilstein J. Org. Chem. 2016, 12, 1236–1242, doi:10.3762/bjoc.12.118
- of organometallics such as lithium, magnesium or zinc organic compounds to carbonyl groups leading to alcohols is an important standard operation in organic synthesis providing high stereoselectivities in many cases. The in situ generation of the nucleophilic species from the corresponding organic
Cross metathesis of unsaturated epoxides for the synthesis of polyfunctional building blocks
Beilstein J. Org. Chem. 2015, 11, 1876–1880, doi:10.3762/bjoc.11.201
- UMR6226 CNRS, Institut des Sciences Chimiques de Rennes, Université de Rennes 1, Organometallics: Materials and Catalysis, Centre for Catalysis and Green Chemistry, Campus de Beaulieu, 35042 Rennes Cedex, France Charles University in Prague, Faculty of Science, Department of Physical and Macromolecular
One-pot functionalisation of N-substituted tetrahydroisoquinolines by photooxidation and tunable organometallic trapping of iminium intermediates
Beilstein J. Org. Chem. 2014, 10, 2981–2988, doi:10.3762/bjoc.10.316
- organometallics of intermediate reactivity, allylzinc halides were explored. Indeed, 2-methylallylzinc and 2-butenylzinc reagents added to 5a to afford 6ak and 6al in 90% and 92% isolated yields, respectively. Conversely, addition of the allylzinc reagent to 5a afforded side-products 7a and 8a in addition to 6aj
Hindered aryl bromides for regioselective palladium-catalysed direct arylation at less favourable C5-carbon of 3-substituted thiophenes
Beilstein J. Org. Chem. 2014, 10, 1239–1245, doi:10.3762/bjoc.10.123
- organometallics reducing the number of steps to prepare these arylthiophenes. The regioselective arylation via a Pd-catalysed C–H bond activation at carbon C5 of 2-substituted thiophenes has been largely described in recent years [13][14][15][16][17][18][19][20][21][22]. On the other hand, the Pd-catalysed direct
Preparation of phosphines through C–P bond formation
Beilstein J. Org. Chem. 2014, 10, 1064–1096, doi:10.3762/bjoc.10.106
A convenient enantioselective decarboxylative aldol reaction to access chiral α-hydroxy esters using β-keto acids
Beilstein J. Org. Chem. 2014, 10, 969–974, doi:10.3762/bjoc.10.95
- stereocontrolled nucleophilic alkylation [15][16][17][18][19], alkynylation [20][21], 1,2-addition [22][23][24][25][26] and aldol reaction [27][28][29][30][31][32] have been developed. Various nucleophiles such as organometallics, boronic acids and unsaturated ketones can be tolerated in this context (Figure 2
Recent advances in transition-metal-catalyzed intermolecular carbomagnesiation and carbozincation
Beilstein J. Org. Chem. 2013, 9, 278–302, doi:10.3762/bjoc.9.34
- have focused on carbometalation reactions that directly transform simple alkynes and alkenes to structurally complex organometallics with high stereoselectivity. In general, carbon–carbon multiple bonds are unreactive with organomagnesium and organozinc reagents. Hence, limited substrates and reagents
Recent advances in direct C–H arylation: Methodology, selectivity and mechanism in oxazole series
Beilstein J. Org. Chem. 2011, 7, 1584–1601, doi:10.3762/bjoc.7.187
- , halogen- or base-assisted metalation–deprotonation, and carbometalation [19][20][21][22] combined with diverse functionalizing agents, such as alkenes and alkynes [23], oxidants [24], nucleophiles, organometallics and arenes [25][26] (Scheme 1). In this review we focus on recent developments in catalytic
- direct arylation of (benz)oxazoles with (pseudo)halides, carboxyarenes and organometallics Ackermann was the first to find convenient conditions for the base-assisted, Pd(0)-catalyzed direct substitutive coupling of heteroarene applicable to tosylate and mesylate electrophiles, which are prepared from
Pseudo five-component synthesis of 2,5-di(hetero)arylthiophenes via a one-pot Sonogashira–Glaser cyclization sequence
Beilstein J. Org. Chem. 2011, 7, 1499–1503, doi:10.3762/bjoc.7.174
- acids or even more sensitive zinc organometallics was circumvented. In addition the use of the rather expensive diiodothiophene as a coupling partner was avoided [24][25][26]. “PPTPP” (2n) and “T5” (2o) were readily purified by Soxhlet extraction. Upon reaction of N-Boc-3-iodoindole (1p) a complete
Functionalization of heterocyclic compounds using polyfunctional magnesium and zinc reagents
Beilstein J. Org. Chem. 2011, 7, 1261–1277, doi:10.3762/bjoc.7.147
- iodine-) magnesium exchange reaction; the direct insertion of magnesium turnings in the presence of LiCl; the direct magneziation of heterocycles using TMPMgCl·LiCl (41). Due to the higher polarity of the carbon–magnesium bond, these heterocyclic organometallics are significantly more reactive than the
- reaction of these Grignard reagents and transmetalation to zinc organometallics with ZnCl2 affords the expected products 101, 104 and 107 in 69–82% (Scheme 17 and Supporting Information File 1, Procedure 6) [9][22]. 2.3 Preparation of polyfunctional heterocyclic magnesium reagents by directed magnesation
- -coupling As aryl- and heteroarylmagnesium reagents are readily available, it would be highly desirable if cross-couplings could be directly realized using these organometallics without the need of further transmetalation to zinc, boron or other metals. However, the disadvantage of this cross-coupling
Homoallylic amines by reductive inter- and intramolecular coupling of allenes and nitriles
Beilstein J. Org. Chem. 2011, 7, 824–830, doi:10.3762/bjoc.7.94
- allylzirconium species to give zinc organometallics, which were added to phosphoryl- and sulfonylimines to obtain homoallylic amines [15][36]. The preparation of phosphoryl- and sulfonylimines as well as the subsequent removal of these activating groups was often low-yielding. Because of that, as well as limited
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