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11.
A one‐pot and convenient synthesis of multisubstituted pyrazolo[3,4‐b]pyridines in moderate to high yields has been achieved by a two‐step reaction: diazo‐transfer of 5‐azido‐1‐phenylpyrazole‐4‐carboxaldehydes to ketones in ethanolic KOH to give 5‐amino‐1‐phenylpyrazole‐4‐carboxaldehyde and subsequent Friedlaender reaction of 5‐amino‐1‐phenylpyrazole‐4‐carboxaldehyde with ketones. 相似文献
12.
For the first time, we have observed a combined effect of two bases NaOH/Et3N to promote the diazo transfer reaction of β-oximino esters. This unusual synergistic effect has been employed to obtain α-diazo oxime ethers directly from β-keto esters by one-pot process. This method is simple and cost-effective and the reagents are readily available. 相似文献
13.
Abdolhamid Bamoniri Bi Bi Fatemeh Mirjalili Naimeh Moshtael-Arani 《Green Chemistry Letters and Reviews》2014,7(4):393-403
A series of azo dyes were efficiently synthesized by mixing aromatic amines and NaNO2 in the presence of nano silica supported boron trifluoride (nano BF3·SiO2) and then diazo coupling with 1-naphthol under solvent-free conditions at room temperature. The present methodology has proven to be simple, rapid, environmentally benign, green, and cost-effective compared with previous synthetic methods. Also, by using this procedure, aryl diazonium salts supported on nano BF3·SiO2 were very stable to be kept at room temperature for several months without any special conditions. 相似文献
14.
Copper‐Catalyzed NH Insertion and Oxidative Aromatization Cascade: Facile Synthesis of 2‐Arylaminophenols 下载免费PDF全文
Dong Ding Xiaobing Lv Dr. Jian Li Guangyang Xu Dr. Bing Ma Prof. Dr. Jiangtao Sun 《化学:亚洲杂志》2014,9(6):1539-1542
A copper‐catalyzed cascade reaction of N‐H insertion and oxidative aromatization has been developed. 2‐Arylaminophenols have been prepared in moderate to high yields from the diazo substrates. Moreover, this newly established methodology allows efficient access to natural 1‐oxygenated carbazole alkaloids, such as glycozolicine and murrayafoline A. 相似文献
15.
Rhodium(III)‐Catalyzed ortho Alkenylation of N‐Phenoxyacetamides with N‐Tosylhydrazones or Diazoesters through CH Activation 下载免费PDF全文
Fangdong Hu Ying Xia Fei Ye Zhenxing Liu Prof. Dr. Chen Ma Prof. Dr. Yan Zhang Prof. Dr. Jianbo Wang 《Angewandte Chemie (International ed. in English)》2014,53(5):1364-1367
A coupling reaction of N‐phenoxyacetamides with N‐tosylhydrazones or diazoesters through RhIII‐catalyzed C? H activation is reported. In this reaction, ortho‐alkenyl phenols were obtained in good yields and with excellent regio‐ and stereoselectivity. Rh–carbene migratory insertion is proposed as the key step in the reaction mechanism. 相似文献
16.
Dr. William Erb Akila Hellal Mathieu Albini Prof. Jacques Rouden Dr. Jérôme Blanchet 《Chemistry (Weinheim an der Bergstrasse, Germany)》2014,20(22):6608-6612
An unprecedented spontaneous reactivity between diazonium salts and diboronic acid has been unveiled, leading to a versatile arylboronic acid synthesis directly from (hetero)arylamines. This fast reaction (35 min overall) tolerates a wide range of functional groups and is carried out under very mild conditions. The radical nature of the reaction mechanism has been investigated. 相似文献
17.
Erica D. Couch Dr. Tyler J. Auvil Prof. Anita E. Mattson 《Chemistry (Weinheim an der Bergstrasse, Germany)》2014,20(27):8283-8287
The enhanced catalytic activity of difluoroboronate ureas proved to be essential as an acidity amplifier to promote metal‐free O?H and S?H insertion reactions of α‐aryldiazoacetates in high yield. This methodology was found to be generally applicable to a broad substrate scope and presents a conceptually new approach for organocatalytic diazo insertion reactions. Mechanistic investigations suggest that the reaction pathway involves a urea‐induced protonation of the α‐aryldiazoester. 相似文献
18.
Gold(I)‐Catalyzed Diazo Coupling: Strategy towards Alkene Formation and Tandem Benzannulation 下载免费PDF全文
Daming Zhang Guangyang Xu Dong Ding Chenghao Zhu Dr. Jian Li Prof. Dr. Jiangtao Sun 《Angewandte Chemie (International ed. in English)》2014,53(41):11070-11074
A gold(I)‐catalyzed cross‐coupling of diazo compounds to afford tetrasubstituted alkenes has been developed by taking advantage of a trivial electronic difference between two diazo substrates. A N‐heterocyclic‐carbene‐derived gold complex is the most effective catalyst for this transformation. Based on this new strategy, a gold(I)‐initiated benzannulation has been achieved through a tandem reaction involving a diazo cross‐coupling, 6π electrocyclization, and oxidative aromatization. 相似文献
19.
Jun‐Jie Shen Prof. Shou‐Fei Zhu Dr. Yan Cai Huan Xu Xiu‐Lan Xie Prof. Qi‐Lin Zhou 《Angewandte Chemie (International ed. in English)》2014,53(48):13188-13191
An iron‐catalyzed asymmetric intramolecular cyclopropanation was realized in high yields and excellent enantioselectivity (up to 97 % ee) by using the iron complexes of chiral spiro‐bisoxazoline ligands as catalysts. The superiority of iron catalysts exhibited in this reaction demonstrated the potential abilities of this sustainable metal in asymmetric carbenoid transformation reactions. 相似文献
20.
Jian Fang Evan M. Howard Prof. Dr. Matthias Brewer 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2020,132(31):12927-12931
Structurally complex diazo-containing scaffolds are formed by conjugate addition to vinyl diazonium salts. The electrophile, a little studied α-diazonium-α,β-unsaturated carbonyl compound, is formed at low temperature under mild conditions by treating β-hydroxy-α-diazo carbonyls with Sc(OTf)3. Conjugate addition occurs selectively at the 3-position of indole to give α-diazo-β-indole carbonyls, and enoxy silanes react to give 2-diazo-1,4-dicarbonyl products. These reactions result in the formation of tertiary and quaternary centers, and give products that would be otherwise difficult to form. Importantly, the diazo functional group is retained within the molecule for future manipulation. Treating an α-diazo ester indole addition product with Rh2(OAc)4 caused a rearrangement to occur to give a 2-(1H-indol-3-yl)-2-enoate. In the case of diazo ketone compounds, this shift occurred spontaneously on prolonged exposure to the Lewis acidic reaction conditions. 相似文献