- Synthesis method of oxazole heterocyclic compound
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The invention belongs to the technical field of organic synthesis and medicines, and particularly relates to a synthesis method of an oxazole heterocyclic compound. Aryl aldehyde and a triazole derivative are used as raw materials and are heated to react in the presence of trichloromethane and rhodium acetate catalysts to obtain the oxazole heterocyclic compound. By using the method provided by the invention, under the condition of heating and stirring, the oxazole heterocyclic derivative can be obtained at a relatively high yield after reaction for 3-12 hours. According to the method disclosed by the invention, the oxazole heterocyclic derivative is simply, conveniently and efficiently synthesized by using simple and easily available raw materials through a one-step method, and a simple and efficient new synthesis method with wide substrate universality is provided for synthesizing the oxazole heterocyclic derivative.
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- Synthesis of 2,5-diaryloxazoles through rhodium-catalyzed annulation of triazoles and aldehydes
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An efficient synthesis of a variety of 2,5-diaryloxazole derivatives via a rhodium-catalyzed annulation of triazoles and aldehydes is achieved. Various oxazole derivatives could be obtained in good to excellent yields. A concise synthesis of antimycobaterial natural products balsoxin and texamine has been achieved using this method. This journal is
- Li, Jian,Liu, Li,Lu, Xue-Chen,Wang, Zheng-Bing,Xu, De-Feng,Xu, Yue,Zhu, Shang-Rong
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p. 24795 - 24799
(2020/07/14)
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- Palladium-Catalyzed C-H Arylation of (Benzo)oxazoles or (Benzo)thiazoles with Aryltrimethylammonium Triflates
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The C-H arylation of (benzo)oxazoles or (benzo)thiazoles with aryltrimethylammonium triflates was carried out via Pd-catalyzed C-H/C-N cleavage. Oxazoles, thiazoles, benzoxazole, and benzothiazole were arylated using activated and deactivated aryltrimethylammonium triflates to give 2-aryl(benzo)oxazoles or 2-aryl(benzo)thiazoles in reasonable to excellent yields.
- Zhu, Feng,Tao, Jian-Long,Wang, Zhong-Xia
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p. 4926 - 4929
(2015/10/12)
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- Convenient one-pot synthesis of 2,5-disubstituted oxazoles via a catalytic oxidative dehydrogenation of F3CSO3H·SiO 2-DDQ/CuCl2/LiCl
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A facile one-pot synthesis of 2,5-disubstituted oxazoles was developed via cyclization of aldoximes and phenylacetylene then dehydrogenation oxidation. 2,3-dichloro-5,6-dicyano-1,4-benzoquinone was studied for the selective oxidation of oxazolines using Cu2+/Li+ as catalyst and O2 as indirect oxidant. The reaction results showed that this catalyst system can effectively catalyze the oxidation of oxazolines to the corresponding oxazoles. Thus, a variety of polysubstituted oxazoles was easily synthesized in high yields by catalytic oxidation of 2,3-dichloro-5,6-dicyano-1, 4-benzoquinone/CuCl2/LiCl/O2.
- Yuan, Shizhen,Li, Zhen,Xu, Ling
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p. 1405 - 1409
(2014/01/06)
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- Synthesis of oxazoles through copper-mediated aerobic oxidative dehydrogenative annulation and oxygenation of aldehydes and amines
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A fragment-assembling strategy is used to form oxazoles from aryl acetaldehydes, amines, and molecular oxygen under mild conditions (see scheme). The transformation is highly efficient with the removal of six hydrogen atoms, including the cleavage of four C(sp3)-H bonds. Copyright
- Xu, Zejun,Zhang, Chun,Jiao, Ning
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supporting information
p. 11367 - 11370
(2013/01/15)
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- C-H bond activation: A versatile protocol for the direct arylation and alkenylation of oxazoles
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The versatile palladium, complex Pd(PPh3)4 catalyses both direct arylation and alkenylation of oxazoles efficiently. The method is regioselective and stereospecific with respect to bromoalkenes and tolerates a wide range of functional groups.
- Besselievre, Francois,Lebrequier, Sabrina,Mahuteau-Betzer, Florence,Piguel, Sandrine
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experimental part
p. 3511 - 3518
(2010/02/28)
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- Ligandless microwave-assisted Pd/Cu-catalyzed direct arylation of oxazoles
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(Chemical Equation Presented) An efficient microwave-assisted palladium/copper co-mediated direct arylation of oxazoles with aryl bromides under ligandless conditions has been developed. The method is functional group tolerant and provides rapid access to medicinally relevant compounds in good yields. Coupled to the van Leusen oxazole ring synthesis, this methodology is illustrated by an expedient two-step synthesis of the four 2,5-diaryloxazole alkaloids texamine, texaline, balsoxin, and O-Me-halfordinol from commercially available starting materials.
- Besselievre, Francois,Mahuteau-Betzer, Florence,Grierson, David S.,Piguel, Sandrine
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p. 3278 - 3280
(2008/09/19)
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- Palladium-catalyzed cross coupling reactions of oxazol-2-ylzinc chloride derivatives
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Oxazol-2-ylzinc chloride derivatives were prepared by transmetallation of the corresponding oxazol-2-yllithium species. The palladium-catalyzed cross coupling reactions of the resulting organometallic reagents were investigated with aryl halides and organotriflates.
- Anderson, Benjamin A.,Harn, Nancy K.
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p. 583 - 585
(2007/10/03)
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