Oxygen insertion into boroles as a route to 1,2-oxaborines

2016 ◽  
Vol 52 (40) ◽  
pp. 6658-6661 ◽  
Author(s):  
Sam Yruegas ◽  
Dayna C. Patterson ◽  
Caleb D. Martin
Keyword(s):  
Insertion Reaction ◽  
Oxygen Insertion

The synthesis of 1,2-oxaborines is accomplishedviathe reaction of pentaarylboroles withN-methylmorpholine-N-oxideviaa 1,1-insertion reaction.

Mn-catalyzed radical initiated domino transformation of alkynylated cyclohexadienones with TMSN3 and O2 to bicyclic azido alcohols

2020 ◽  
Vol 56 (23) ◽  
pp. 3453-3456 ◽  
Author(s):  
Pranesh Pal ◽  
Prathama S. Mainkar ◽  
Kiranmai Nayani ◽  
Srivari Chandrasekhar
Keyword(s):  
Radical Addition ◽  
Insertion Reaction ◽  
Mild Conditions ◽  
Oxygen Insertion

An efficient cascade radical addition/cyclization/oxygen insertion reaction of alkyne-tethered cyclohexadienones with TMSN3 was carried out under mild conditions to generate bicyclic azido alcohol scaffolds.

Discovery and Mechanistic Study of a Totally Organic C(aryl)–C(alkyl)Oxygen Insertion Reaction

2019 ◽  
Vol 84 (21) ◽  
pp. 14349-14353 ◽  
Author(s):  
Muhammad Kazim ◽  
Hayden Foy ◽  
Maxime A. Siegler ◽  
Travis Dudding ◽  
Thomas Lectka
Keyword(s):  
Insertion Reaction ◽  
Mechanistic Study ◽  
Organic C ◽  
Oxygen Insertion

An Oxygen Insertion Reaction of Osuloses

1965 ◽  
Vol 87 (14) ◽  
pp. 3273-3273 ◽  
Author(s):  
Ruth F. Nutt ◽  
Byron Arison ◽  
Frederick W. Holly ◽  
Edward Walton
Keyword(s):  
Insertion Reaction ◽  
Oxygen Insertion

scholarly journals The microbial metabolism of acetophenone. Metabolism of acetophenone and some chloroacetophenones by an Arthrobacter species

1975 ◽  
Vol 152 (2) ◽  
pp. 233-241 ◽  
Author(s):  
Roger E. Cripps
Keyword(s):  
Pure Culture ◽  
Sole Source ◽  
Insertion Reaction ◽  
Phenyl Acetate ◽  
Growth Substrate ◽  
Environmental Implications ◽  
Acetate Esterase ◽  
Oxygen Insertion ◽  
Arthrobacter Species ◽  
Hydrolysis Of

1. An organism that utilizes acetophenone as sole source of carbon and energy was isolated in pure culture and tentatively identified as an Arthrobacter sp. 2. Cell-free extracts of the acetophenone-grown organism contained an enzyme, acetophenone oxygenase, that catalysed an NADPH-dependent consumption of O2 in the presence of the growth substrate; approx. 1mol of O2 and 1mol of NADPH were consumed per mol of acetophenone oxidized. 3. Cell-free extracts also contained an enzyme capable of the hydrolysis of phenyl acetate to phenol and acetate. The amount of this esterase was increased markedly by growth on acetophenone. 4. The observed products of the acetophenone oxygenase reaction by crude cell-free extracts were phenol and acetate. However, inhibition of the phenyl acetate esterase by paraoxon resulted in the formation of phenyl acetate from acetophenone. 5. A degradative sequence is proposed in which acetophenone is metabolized by an oxygen-insertion reaction to form phenyl acetate. Further metabolism occurs by hydrolysis of this ester. 6. The organism and extracts were shown to metabolize chlorinated acetophenones. The environmental implications of this observation are discussed.

scholarly journals Effect of methyl substituent on the solubility of 1,4-benzoquinone derivatives in n-octanol/water system

2020 ◽  
Vol 23 (5) ◽  
pp. 142-146
Author(s):  
Siti Mariyah Ulfa ◽  
Fath Dwisari ◽  
Ade Cintyia Sally ◽  
Mohammad Farid Rahman
Keyword(s):  
Shake Flask ◽  
Water System ◽  
Insertion Reaction ◽  
Log P ◽  
Methyl Substituent ◽  
Promising Candidate ◽  
New Drug ◽  
Alkyl Bromides ◽  
Ft Ir ◽  
Uv Visible

The solubility of the compound is a crucial task for new drug design. Quinone is a promising candidate to develop as a new drug. In this research, the synthesis of 1,4-benzoquinone derivatives, that is, 2-(5-bromoamyl)-3,5-dimethyl-1,4-benzoquinone (2a) and 2-(5-bromoamyl)-5-methyl-1,4-benzoquinone (2b) were carried out by decarboxylation and insertion reaction of alkyl bromides. The product 2a and 2b are purified using SiO2 gel column chromatography and analyzed by UV-Visible, FT-IR, and NMR. The yield of 2a is 13.75%, and 2b is 4.04%. The solubility of 2a and 2b, expressed by log P, is measured in the n-octanol/water (3:7 (v/v)) system by the shake flask method. The log P of 2a and 2b are 2.99 and 1.36, respectively. It is showed that the log P of 2a is higher compared to 2b. The presence of two methyl substituents on the quinone ring of 2a supports the increase of hydrophobicity of the compound in the n-octanol/water system.

Insertion Reaction of 2-Halo-N-allylanilines with K2S Involving Trisulfur Radical Anion: Synthesis of Benzothiazole Derivatives under Transition-Metal-Free Conditions

Synthesis ◽  
2020 ◽  
Author(s):  
Yan-Wei Zhao ◽  
Shun-Yi Wang ◽  
Xin-Yu Liu ◽  
Tian Jiang ◽  
Weidong Rao
Keyword(s):  
Transition Metal ◽  
Radical Anion ◽  
Radical Cyclization ◽  
Transition Metal Catalysis ◽  
Insertion Reaction ◽  
Metal Catalysis ◽  
Metal Free ◽  
Benzothiazole Derivatives

AbstractA synthesis of benzothiazole derivatives through the reaction of 2-halo-N-allylanilines with K2S in DMF is developed. The trisulfur radical anion S3·–, which is generated in situ from K2S in DMF, initiates the reaction without transition-metal catalysis or other additives. In addition, two C–S bonds are formed and heteroaromatization of benzothiazole is triggered by radical cyclization and H-shift.

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