Functionalized 10-Membered Aza- and Oxaenediynes through the Nicholas Reaction

Functionalized 10-Membered Aza- and Oxaenediynes through the Nicholas Reaction

The scope and limitations of the Nicholas-type cyclization for the synthesis of 10-membered benzothiophene-fused heterocyclic enediynes with different functionalities were investigated. Although the Nicholas cyclization through oxygen could be carried out in the presence of an ester group, the final...

Full description

Bibliographic Details
Main Authors:	Natalia A. Danilkina, Ekaterina A. Khmelevskaya, Anna G. Lyapunova, Alexander S. D’yachenko, Alexander S. Bunev, Rovshan E. Gasanov, Maxim A. Gureev, Irina A. Balova
Format:	Article
Language:	English
Published:	MDPI AG 2022-09-01
Series:	Molecules
Subjects:	alkynes enediynes heterocycles benzo[<i>b</i>]thiophene Bergman cyclization Nicholas reaction
Online Access:	https://www.mdpi.com/1420-3049/27/18/6071

Similar Items

Recent Advances in the Synthesis of Thiophene Derivatives by Cyclization of Functionalized Alkynes
by: Raffaella Mancuso, et al.
Published: (2014-09-01)

Intramolecular Nicholas Reaction Enables the Stereoselective Synthesis of Strained Cyclooctynes
by: Diego M. Monzón, et al.
Published: (2021-03-01)

Synthesis of Bis (1-Methyl-2-octynyl) Ether
by: David Díaz Díaz, et al.
Published: (2009-08-01)

Nicholas Kaldor (1908-1986)
by: A.P. THIRWALL
Published: (2013-12-01)

Photoinduced Photocatalyst-Free Cascade Cyclization of Alkynes with Sodium Sulfinates for the Synthesis of Benzothiophenes and Thioflavones
by: Hongqiang Dong, et al.
Published: (2023-05-01)

Architecture, industry and innovation : the early work of Nicholas Grimshaw and Partners /
by: 461945 Amery, Colin
Published: (1995)

[(PhCH2O)2P(CH3)2CHNCH(CH3)2]2PdCl2/CuI as Cocatalyst for Coupling-Cyclization of 2-Iodophenol with Terminal Alkynes in Water
by: Panli Jiang, et al.
Published: (2018-03-01)

Substituents Regulate the Cyclization of Conjugated Alkynes to Accurately Construct Cyclo-(<i>E</i>)-[3]dendralenes
by: Yun-Tao Xia, et al.
Published: (2023-05-01)

Functionalized Sulfur-Containing Heterocyclic Analogs Induce Sub-G1 Arrest and Apoptotic Cell Death of Laryngeal Carcinoma In Vitro
by: B. Haridevamuthu, et al.
Published: (2023-02-01)

ST. NICHOLAS IN THE CROATIAN CATHOLIC, TRADITIONAL AND PHILOLOGICAL HERITAGE AND CULTURE
by: Marko Dragić
Published: (2009-01-01)

Nicholas Allen Festschrift
by: Pierre J. Jordaan, et al.
Published: (2023-12-01)

The Chameleon Body: Photographs of Contemporary Fetishism, de Nicholas Sinclair
by: Sandra Martínez Rossi
Published: (2020-07-01)

The theory on “eide” according to Nicholas of Methone
by: Christos Terezis, et al.
Published: (2018-12-01)

4-Azidocinnoline—Cinnoline-4-amine Pair as a New Fluorogenic and Fluorochromic Environment-Sensitive Probe
by: Natalia A. Danilkina, et al.
Published: (2021-12-01)

Site-specific PEGylation of lidamycin and its antitumor activity
by: Liang Li, et al.
Published: (2015-05-01)

FTL, Todd Dalland, Nicholas Goldsmith : softness movement and light /
by: 436537 Kronenburg, Robert
Published: (1997)

Pliny the Elder and Nicholas of Poland on Snake Products and Their Medical Applications
by: Adriana Grzelak-Krzymianowska
Published: (2024-03-01)

Review of The Age of Sharing by Nicholas A. John, Polity Press, Cambridge, UK, 2017, 200 pages
by: Veronica Ioana Ilieș
Published: (2018-07-01)

Synthesis and Evaluation of 3-Halobenzo[<i>b</i>]thiophenes as Potential Antibacterial and Antifungal Agents
by: Prerna J. Masih, et al.
Published: (2021-12-01)

Reproducing Kernels for Hardy and Bergman Spaces of the Upper Half Plane
by: Job Bonyo
Published: (2020-03-01)

Nicholas of Cusa’da Tanrı Hakkında Konuşmanın İmkânı
by: Fatih Topaloğlu
Published: (2022-06-01)

Erken Rönesans Döneminde Panteistik Temalı Bir Tanrı Tasavvuru-Nicholas of Cusa’da Tanrı-Âlem İlişkisi-
by: Fatih Topaloğlu
Published: (2022-06-01)

Highly Efficient and Mild Gold (I) Catalyzed Synthesis of 3,8-Diarylidene-2,7-dioxaspiro[4.4]nonane-1,6-diones
by: Antonia Iazzetti, et al.
Published: (2022-12-01)

Synthesis of a New Class of Spirooxindole–Benzo[<i>b</i>]Thiophene-Based Molecules as Acetylcholinesterase Inhibitors
by: Assem Barakat, et al.
Published: (2020-10-01)

Solstice orientation of the St Nicholas’ Church monastery Studenica, Serbia
by: Tadić Milutin, et al.
Published: (2012-01-01)

Jejucarbosides B–E, Chlorinated Cycloaromatized Enediynes, from a Marine <i>Streptomyces</i> sp.
by: Ji Hyeon Im, et al.
Published: (2023-07-01)

The Panegyric on Nicholas Kochanov, a Fool for Christ of Novgorod: Literary Sources
by: Natalia V. Pak
Published: (2023-06-01)

Direct Electrooxidative Selenylation/Cyclization of Alkynes: Access to Functionalized Benzo[<i>b</i>]furans
by: Balati Hasimujiang, et al.
Published: (2022-09-01)

Synthesis, X-ray Single Crystal, Conformational Analysis and Cholinesterase Inhibitory Activity of a New Spiropyrrolidine Scaffold Tethered Benzo[<i>b</i>]Thiophene Analogue
by: Assem Barakat, et al.
Published: (2020-02-01)

Sustainable Development and Globalization: New Challenges and Opportunities for Work Organization
by: Ashford, Nicholas A.
Published: (2008)

Generalization of the Bergman's kernel function /
by: 345427 Dzuraev, Abduhamid

An edition with introduction and commentary of John Blount's English translation of Nicholas Upton's De studio militari
by: Walker, CG
Published: (1998)

St. Nicholas of Japan and his approach to state-church relations and the status of the Japanese Orthodox Church
by: Alexander Lukin, et al.
Published: (2022-12-01)

Insurgent Citizenship: Dr John Nicholas Tresidder's Photographs of War and Peace in British India
by: Sean Willcock
Published: (2016-11-01)

The Maximum Locus of the Bloch Norm
by: El Hassan Youssfi
Published: (2023-05-01)

SUCCESSES AND FAILURES OF FOREIGN POLICY OF NICHOLAS I (ACCORDING THE MEMORIES OF CONTEMPORARIES)
by: E. P. Kudryavtseva
Published: (2017-11-01)

Transition Metal-Free Synthesis of Halobenzo[<i>b</i>]furans from <i>O</i>-Aryl Carbamates via <i>o</i>-Lithiation Reactions
by: Claudia Feberero, et al.
Published: (2022-01-01)

Structure, space, and skin : the work of Nicholas Grimshaw & Partners /
by: Moore, Rowan
Published: (1995)

“The Easter World” of Nicholas II during the Bell for Witte Tolled
by: Nelly Mikhailovna Tairova
Published: (2018-04-01)

Structure-activity relationships of thiophene derivatives of biological interest/
by: 350383 Drehsen, G., et al.
Published: (1983)