Journal ArticleDOI
Synthesis of Benzoazocines from Substituted Tetrahydroisoquinolines and Activated Alkynes in a Tetrahydropyridine Ring Expansion
Leonid G. Voskressensky,Anna V. Listratova,Tatiana N. Borisova,Grigoriy G. Alexandrov,Alexey V. Varlamov +4 more
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TLDR
Tetrahydroisoquinolines underwent tandem piperidine ring enlargement in the presence of activated alkynes in acetonitrile or methanol, producing tetrahydronzo[d]azocines in high yields as discussed by the authors.About:
This article is published in European Journal of Organic Chemistry.The article was published on 2007-12-01. It has received 29 citations till now. The article focuses on the topics: Ring (chemistry) & Azocine.read more
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Cycloadditions and cyclizations of acetylenic, allenic, and conjugated dienyl sulfones.
TL;DR: Intramolecular [2 + 2] Cycloadditions 4522 4.4.1.
Journal ArticleDOI
Palladium-mediated synthesis of poly-fused heterocycles from Baylis–Hillman adducts
TL;DR: In this article, the authors synthesized poly-fused heterocyclic compounds in good-moderate yields via the intramolecular Heck type reaction of Baylis-Hillman adducts modified with indole, imidazole, benzimidazoles, and isatin.
Journal ArticleDOI
A new approach to construction of isoindolo[1,2-a]isoquinoline alkaloids Nuevamine, Jamtine, and Hirsutine via IMDAF reaction
Fedor I. Zubkov,Julya D. Ershova,Anna A. Orlova,Vladimir P. Zaytsev,Eugeniya V. Nikitina,A. S. Peregudov,Atash V. Gurbanov,Roman S. Borisov,Victor N. Khrustalev,Abel M. Maharramov,Alexey V. Varlamov +10 more
TL;DR: In this paper, the interaction between 1-furyl-1,2,3,4,4-tetrahydroisoquinolines and unsaturated acids derivatives was studied and it was shown that the reaction proceeds via amide formation and subsequent intramolecular Diels-Alder reaction of the furan.
Journal ArticleDOI
Sequential Insertion of Alkynes and CO or Isocyanides into the Pd–C Bond of Cyclopalladated Phenylacetamides. Synthesis of Eight-Membered Palladacycles, Benzo[d]azocine-2,4(1H,3H)-diones, and Highly Functionalized Acrylonitrile and Acrylamide Derivatives
TL;DR: The cyclopalladated complexes [Pd{κ2C,O-C6H4CH2C(O)NRR′-2}(tmeda)] as mentioned in this paper gave the eight-membered palladacycles.
Journal ArticleDOI
Construction of Unique Eight- or Nine-Membered Polyheterocyclic Systems via Multicomponent Reaction of l-Proline, Alkyl Propiolate, and Isatin
TL;DR: The molecular structures of the polyheterocyclic compounds were confirmed by determination of 19 single crystal structures and the reaction mechanism was believed to contain the sequential 1,3-dipolar cycloaddition, addition of cyclic tertiary amine to excess of propiolate, and fascinating ring opening and rearrangement process.
References
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Journal ArticleDOI
Synthesis of oxygen- and nitrogen-containing heterocycles by ring-closing metathesis.
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Highly potent and orally active CCR5 antagonists as anti-HIV-1 agents: synthesis and biological activities of 1-benzazocine derivatives containing a sulfoxide moiety.
Masaki Seto,Katsuji Aikawa,Naoki Miyamoto,Yoshio Aramaki,Naoyuki Kanzaki,Katsunori Takashima,Yoji Kuze,Yuji Iizawa,Masanori Baba,Mitsuru Shiraishi +9 more
TL;DR: From further investigation in a multi-round infection assay, it was found that 1-isobutyl-1-benzazocine compound (S)-(-)-5b, containing the S-{[(1-propyl- 1H-imidazol)-5-yl]methyl}sulfinyl group, showed the most potent anti-HIV-1 activity.
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An efficient and operationally convenient general synthesis of tertiary amines by direct alkylation of secondary amines with alkyl halides in the presence of Huenig’s base
TL;DR: In this article, a general method for the direct formation of tertiary amines via direct N-alkylation of secondary amines by alkyl halides in acetonitrile in the presence of Hunig's base is reported.