Gold(i)-catalyzed cascade cyclization of O-tethered 1,7-enynes bearing a cyclopropane moiety: construction of multi-substituted furans

2019 ◽  
Vol 55 (56) ◽  
pp. 8126-8129 ◽  
Author(s):  
Wenqing Zang ◽  
Yin Wei ◽  
Min Shi
Keyword(s):  
Cascade Cyclization ◽  
Substituted Furans

A gold-catalyzed cascade cyclization of O-tethered 1,7-enynes bearing a cyclopropane moiety has been reported in this communication, affording multi-substituted furans in moderate to good yields along with the further transformations.

Cascade cyclization and acyl migration of propargylic esters with isocyanides: rapid access to substituted furans

2019 ◽  
Vol 55 (58) ◽  
pp. 8394-8397 ◽  
Author(s):  
Jie Hu ◽  
Youwen Fei ◽  
Hongbin Zhao ◽  
Zhishuang Wang ◽  
Chunju Li ◽  
...  
Keyword(s):  
Acyl Migration ◽  
Furan Derivatives ◽  
Cascade Cyclization ◽  
Rapid Access ◽  
Propargylic Esters ◽  
Substituted Furans

A novel rearrangement of ester-activated propargylic acetate with isocyanide has been disclosed. This protocol enables a quick synthesis of polysubstituted furan derivatives.

Fe-Catalyzed Conjunctive Cross-Couplings of Unactivated Alkenes with Grignard Reagents

2020 ◽  
Author(s):  
Lei Liu ◽  
Wes Lee ◽  
Cassandra R. Youshaw ◽  
Mingbin Yuan ◽  
Michael B. Geherty ◽  
...  
Keyword(s):  
Functional Groups ◽  
Cross Coupling ◽  
Alkyl Halides ◽  
Grignard Reagents ◽  
Turnover Frequency ◽  
Diverse Range ◽  
Cascade Cyclization ◽  
Radical Cascade

The first iron-catalyzed three-component cross-coupling of unactivated olefins with alkyl halides and Grignard reagents is reported. The reaction operates under fast turnover frequency and tolerates a diverse range of sp2-hybridized nucleophiles, alkyl halides, and unactivated olefins bearing diverse functional groups to yield the desired 1,2-alkylarylated products with high regiocontrol. Further, we demonstrate that this protocol is amenable for the synthesis of new (hetero)carbocycles including tetrahydrofurans and pyrrolidines via a three-component radical cascade cyclization/arylation that forges three new C-C bonds.

Silyl substituted furans in the stereoselective Birch reduction

2001 ◽  
Vol 42 (34) ◽  
pp. 5841-5844 ◽  
Author(s):  
Timothy J Donohoe ◽  
Jean-Baptiste Guillermin ◽  
Andrew A Calabrese ◽  
Daryl S Walter
Keyword(s):  
Birch Reduction ◽  
Substituted Furans

ChemInform Abstract: Catalytic Reaction of Dimethyl Diazomalonate with 2-Mono- and 2,5-Dialkyl(alkenyl)-Substituted Furans.

ChemInform ◽  
1989 ◽  
Vol 20 (22) ◽  
Author(s):  
O. M. NEFEDOV ◽  
A. E. VASIL'VITSKII ◽  
V. L. ZLATKINA ◽  
D. S. YUFIT ◽  
YU. T. STRUCHKOV ◽  
...  
Keyword(s):  
Catalytic Reaction ◽  
Substituted Furans

scholarly journals Access to Indole‐Fused Benzannulated Medium‐Sized Rings through a Gold(I)‐Catalyzed Cascade Cyclization of Azido‐Alkynes

2021 ◽  
Author(s):  
Luca C. Greiner ◽  
Shinsuke Inuki ◽  
Norihito Arichi ◽  
Shinya Oishi ◽  
Rikito Suzuki ◽  
...  
Keyword(s):  
Cascade Cyclization

scholarly journals Triflic acid promoted solvent free synthesis of densely functionalized furans

RSC Advances ◽  
2017 ◽  
Vol 7 (17) ◽  
pp. 10524-10528 ◽  
Author(s):  
Pulaganti Vijayaprasad ◽  
Avudoddi Venkanna ◽  
Medi Shanker ◽  
Eslavath Kishan ◽  
Pallapothula Venkateswar Rao
Keyword(s):  
Initial Step ◽  
Solvent Free ◽  
Triflic Acid ◽  
Solvent Free Synthesis ◽  
Substituted Furans

A simple, efficient and novel methodology has been developed for the synthesis of substituted furans mediated by triflic acid. In the reaction initial step involves the Friedel–Crafts arylation, followed by the dehydrative cyclization.

scholarly journals Cycloaddition of Thiourea- and Guanidine-Substituted Furans to Dienophiles: A Comparison of the Environmentally-Friendly Methods

2020 ◽  
Vol 3 (1) ◽  
pp. 57
Author(s):  
Luka Barešić ◽  
Davor Margetić ◽  
Zoran Glasovac
Keyword(s):  
High Pressure ◽  
Functional Groups ◽  
Organic Synthesis ◽  
High Speed ◽  
Environmentally Friendly ◽  
Microwave Assisted ◽  
Pressure Synthesis ◽  
Ultrasound Assisted ◽  
Substituted Furans ◽  
Guanidine Moiety

The cycloaddition strategy was employed in order to obtain a 7-oxanorbornene framework substituted with a guanidine moiety or its precursor functional groups: protected amine or thiourea. In order to optimize the conditions for the cycloaddition, several environmentally-friendly methods—microwave assisted organic synthesis, high pressure synthesis, high speed vibrational milling, and ultrasound assisted synthesis—were employed. The outcomes of the cycloaddition reactions were interpreted in terms of endo/exo selectivity, the conversion of the reactants to the product, and the isolated yields. In general, our results indicated the HP and HSVM approaches as the methods of choice to give good yields and conversions.

scholarly journals Iodine-Catalyzed Synthesis of Substituted Furans and Pyrans: Reaction Scope and Mechanistic Insights

2021 ◽  
Author(s):  
Domenic P. Pace ◽  
Raphaël Robidas ◽  
Uyen P. N. Tran ◽  
Claude Y. Legault ◽  
Thanh Vinh Nguyen
Keyword(s):  
Substituted Furans

Eosin Y photoredox catalyzed net redox neutral reaction for regiospecific annulation to 3-sulfonylindoles via anion oxidation of sodium sulfinate salts

2018 ◽  
Vol 16 (4) ◽  
pp. 536-540 ◽  
Author(s):  
Rajendra S. Rohokale ◽  
Shrikant D. Tambe ◽  
Umesh A. Kshirsagar
Keyword(s):  
Visible Light ◽  
Eosin Y ◽  
Cascade Cyclization ◽  
Neutral Reaction ◽  
Neutral Process ◽  
Radical Cascade

An eosin Y photoredox catalyzed net redox neutral process for 3-sulfonylindoles via the anionic oxidation of sodium sulfinate salts and its radical cascade cyclization with 2-alkynyl-azidoarenes was developed with visible light as a mediator.

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