Copper-catalyzed oxidative cyclization of glycine derivatives toward 2-substituted benzoxazoles

2021 ◽  
Vol 19 (7) ◽  
pp. 1616-1619
Author(s):  
Shan Liu ◽  
Zhi-Qiang Zhu ◽  
Zhi-Yu Hu ◽  
Juan Tang ◽  
En Yuan
Keyword(s):  
Intramolecular Cyclization ◽  
Cross Coupling ◽  
Oxidative Cyclization ◽  
Short Peptides ◽  
Glycine Derivatives

A novel and direct intramolecular cyclization of glycine derivatives involving short peptides to 2-substituted benzoxazoles via copper-catalyzed oxidative C–H/O–H cross-coupling was described.

Concise Synthesis of GB22 by Endo-Selective Siloxycyclopropane Arylation

2019 ◽  
Author(s):  
Hannah E. Burdge ◽  
Takuya Oguma ◽  
Takahiro Kawajiri ◽  
Ryan Shenvi
Keyword(s):  
Intramolecular Cyclization ◽  
Cross Coupling ◽  
Building Blocks ◽  
Ring Expansion ◽  
Dual Catalysis ◽  
Acid Labile

<div><div><div><p>The first synthesis of GB22 was accomplished by a con- cise, modular route. Two building blocks converged in a novel sp3-sp2 attached-ring coupling that used Ir/Ni dual-catalysis to reverse the regioselectivity of siloxycy- clopropane arylation. This cross-coupling proved general to access β-substituted tetralones via ring-expansion of indanone-derived siloxycyclopropanes. The congested, bridging rings of the GB alkaloids were completed using an aluminum-HFIP complex that effected intramolecular cyclization of an acid-labile substrate.</p></div></div></div>

Concise Synthesis of GB22 by Endo-Selective Siloxycyclopropane Arylation

2019 ◽  
Author(s):  
Hannah E. Burdge ◽  
Takuya Oguma ◽  
Takahiro Kawajiri ◽  
Ryan Shenvi
Keyword(s):  
Intramolecular Cyclization ◽  
Cross Coupling ◽  
Building Blocks ◽  
Ring Expansion ◽  
Dual Catalysis ◽  
Acid Labile

<div><div><div><p>The first synthesis of GB22 was accomplished by a con- cise, modular route. Two building blocks converged in a novel sp3-sp2 attached-ring coupling that used Ir/Ni dual-catalysis to reverse the regioselectivity of siloxycy- clopropane arylation. This cross-coupling proved general to access β-substituted tetralones via ring-expansion of indanone-derived siloxycyclopropanes. The congested, bridging rings of the GB alkaloids were completed using an aluminum-HFIP complex that effected intramolecular cyclization of an acid-labile substrate.</p></div></div></div>

Visible light-induced aerobic oxidative cross-coupling of glycine derivatives with indoles: a facile access to 3,3′ bisindolylmethanes

2018 ◽  
Vol 5 (13) ◽  
pp. 2120-2125 ◽  
Author(s):  
Yuan Zhang ◽  
Xiaorong Yang ◽  
Huang Zhou ◽  
Shilin Li ◽  
Yin Zhu ◽  
...  
Keyword(s):  
Visible Light ◽  
Cross Coupling ◽  
Alkylation Reaction ◽  
Rapid Synthesis ◽  
Glycine Derivatives

A rapid synthesis of 3,3′-bisindolylmethanes is achieved via a photocatalyzed double Friedel–Crafts alkylation reaction between glycine derivatives and indoles.

PIFA-Mediated Oxidative Cyclization Reactions of α-Acyl Acrylamides: A Synthetic Route to Substituted Isoxazol-3(2H)-ones

Synthesis ◽  
2018 ◽  
Vol 50 (09) ◽  
pp. 1875-1882 ◽  
Author(s):  
Rui Zhang ◽  
Dewen Dong ◽  
Jingwen Yuan ◽  
Chitturi Rao ◽  
Qian Zhang ◽  
...  
Keyword(s):  
Intramolecular Cyclization ◽  
Oxidative Cyclization ◽  
Metal Catalyst ◽  
Synthetic Route ◽  
Cyclization Reactions ◽  
Reaction Conditions ◽  
Catalyst Free ◽  
Free Oxidation

An intramolecular cyclization of various α-acyl β-amino acrylamides in the presence of PIFA and TFA is described. This transformation features mild reaction conditions, simple execution, high chemo­selectivity, and metal catalyst-free oxidation, and thereby, provides not only an alternative protocol for the construction of N–O bond, but also an efficient and straightforward synthesis of substituted isoxazol-3(2H)-ones from readily available α-acyl acrylamides.

scholarly journals Self-assembled metallasupramolecular cages towards light harvesting systems for oxidative cyclization

2021 ◽  
Vol 12 (14) ◽  
pp. 5319-5329
Author(s):  
Atul Kumar ◽  
Rupak Saha ◽  
Partha Sarathi Mukherjee
Keyword(s):  
Visible Light ◽  
Light Harvesting ◽  
Cross Coupling ◽  
Oxidative Cyclization ◽  
Artificial Light ◽  
Supramolecular Architectures ◽  
Harvesting Systems ◽  
Self Assembled

Synthesis of Pt(ii) based metallacages as aggregation induced emissive supramolecular architectures for fabricating artificial light harvesting systems for cross coupling cyclization under visible light is achieved.

Indium-mediated difunctionalization of iodoalkyl-tethered unactivated alkenes via an intramolecular cyclization and an ensuing palladium-catalyzed cross-coupling reaction with aryl halides

2020 ◽  
Vol 7 (18) ◽  
pp. 2703-2709
Author(s):  
Xuan-Di Song ◽  
Xiang-Rui Li ◽  
Ya-Wen Wang ◽  
Xue-Qiang Chu ◽  
Weidong Rao ◽  
...  
Keyword(s):  
Intramolecular Cyclization ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Aryl Halides ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed ◽  
Cyclic Compounds ◽  
Coupling Sequence

A cobalt-catalyzed, indium-mediated difunctionalization of iodoalkyl-tethered unactivated alkenes for accessing five-membered cyclic compounds via a cyclization/cross-coupling sequence was developed.

Ru(ii)-Catalyzed C–H addition and oxidative cyclization of 2-aryl quinazolinones with activated aldehydes

2020 ◽  
Vol 18 (47) ◽  
pp. 9611-9622
Author(s):  
Jin Ho Choi ◽  
Kunyoung Kim ◽  
Harin Oh ◽  
Sangil Han ◽  
Neeraj Kumar Mishra ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Oxidative Cyclization ◽  
Cross Coupling Reaction

The ruthenium(ii)-catalyzed cross-coupling reaction between 2-aryl quinazolinones and activated aldehydes under redox-neutral and oxidative conditions is described.

Efficient Access to Original 6-Substituted 5-Nitro-2,3-dihydro­imidazo[2,1-b]oxazoles

Synthesis ◽  
2017 ◽  
Vol 49 (12) ◽  
pp. 2775-2785 ◽  
Author(s):  
Fanny Mathias ◽  
Youssef Kabri ◽  
Maxime Crozet ◽  
Patrice Vanelle
Keyword(s):  
Intramolecular Cyclization ◽  
Bromine Atom ◽  
Cross Coupling ◽  
Sonogashira Reaction ◽  
Coupling Reactions ◽  
One Pot ◽  
Cross Coupling Reactions ◽  
Efficient Access ◽  
Palladium Catalyzed ◽  
Hydroxyethyl Group

A one-pot sequential intramolecular cyclization and Suzuki–Miyaura or Sonogashira reaction under microwave irradiation are reported in the 5-nitro-2,3-dihydroimidazo[2,1-b]oxazole series. The intramolecular cyclization of 1-(2,4-dibromo-5-nitro-1H-imidazol-1-yl)propan-2-ol between the hydroxyethyl group and the bromine atom at the 2-position is carried out first, followed by optimization and generalization of the Suzuki–Miyaura and Sonogashira cross-coupling reactions of the bromine atom at the 4-position. The various boronic acids and alkynyl derivatives used to perform these palladium-catalyzed cross-coupling reactions allowed to substitute the 6-position of 5-nitro-2,3-dihydroimidazo[2,1-b]oxazole compounds.

Visible light-induced aerobic oxidative cross-coupling reaction: preparation of α-indolyl glycine derivatives

2020 ◽  
Vol 44 (2) ◽  
pp. 313-316 ◽  
Author(s):  
Cheng Ni ◽  
Wei Chen ◽  
Chunhui Jiang ◽  
Hongfei Lu
Keyword(s):  
Visible Light ◽  
Rose Bengal ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Organic Dye ◽  
Cross Coupling Reaction ◽  
The Cross ◽  
Glycine Derivatives

Rose Bengal, an organic dye, has been used as a photocatalyst in the cross-coupling reaction between glycine derivatives and indoles.

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