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85-02-9

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85-02-9 Usage

Chemical Properties

BROWN CRYSTALLINE POWDER

Uses

As a reagent for the determination of cadmium which is pptd as (C13H9N)2H2(CdI4) from dil nitric or sulfuric acid solution in the presence of potassium iodide.

General Description

Yellow crystals or white powder. Characteristic irritating odor.

Reactivity Profile

5,6-BENZOQUINOLINE neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. May generate hydrogen, a flammable gas, in combination with strong reducing agents such as hydrides.

Fire Hazard

5,6-BENZOQUINOLINE is combustible.

Purification Methods

Purify as 3,4-benzoquinoline above. The picrate has m 258.1-259o (from EtOH or H2O). [Albert et al. J Chem Soc 2240 1948, Beilstein 20 III/IV 4009, 20/8 V 220.]

Check Digit Verification of cas no

The CAS Registry Mumber 85-02-9 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 5 respectively; the second part has 2 digits, 0 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 85-02:
(4*8)+(3*5)+(2*0)+(1*2)=49
49 % 10 = 9
So 85-02-9 is a valid CAS Registry Number.
InChI:InChI=1/C13H9N/c1-2-5-11-10(4-1)7-8-13-12(11)6-3-9-14-13/h1-9H

85-02-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Benzo[f]quinoline

1.2 Other means of identification

Product number -
Other names benzo[f]quinoline

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:85-02-9 SDS

85-02-9Synthetic route

5,6-benzoquinoline N-oxide
17104-69-7

5,6-benzoquinoline N-oxide

benzo[f]quinoline
85-02-9

benzo[f]quinoline

Conditions
ConditionsYield
With Methyl phenyldiazoacetate; copper(II) bis(trifluoromethanesulfonate) In 1,2-dichloro-ethane at 60℃; for 12h; Inert atmosphere; Sealed tube; Molecular sieve;92%
2-(2-methyl-pyridin-3-yl)-benzaldehyde
1086561-19-4

2-(2-methyl-pyridin-3-yl)-benzaldehyde

benzo[f]quinoline
85-02-9

benzo[f]quinoline

Conditions
ConditionsYield
With potassium tert-butylate In N,N-dimethyl-formamide at 20℃;80%
naphthalen-2-ylamine
91-59-8

naphthalen-2-ylamine

trimethyleneglycol
504-63-2

trimethyleneglycol

benzo[f]quinoline
85-02-9

benzo[f]quinoline

Conditions
ConditionsYield
With 2,4,6-trimethyl-pyridine; oxygen; palladium diacetate; trifluoroacetic acid at 150℃; for 16h; Schlenk technique;80%
5,6-benzoquinoline N-oxide
17104-69-7

5,6-benzoquinoline N-oxide

A

benzo[f]quinoline
85-02-9

benzo[f]quinoline

B

benzoquinolin-1(2H)-one
23981-08-0

benzoquinolin-1(2H)-one

C

2,3-dihydro-1H-benzindole-3-carbaldehyde
75539-85-4

2,3-dihydro-1H-benzindole-3-carbaldehyde

Conditions
ConditionsYield
In water at 16℃; Irradiation;A 3%
B 74%
C 4%
di-tert-butyl 1-cyclopropyl-2-(naphthalen-2-yl)hydrazine-1,2-dicarboxylate

di-tert-butyl 1-cyclopropyl-2-(naphthalen-2-yl)hydrazine-1,2-dicarboxylate

benzo[f]quinoline
85-02-9

benzo[f]quinoline

Conditions
ConditionsYield
With phosphoric acid In water; 1,2-dichloro-benzene at 170℃; under 760.051 Torr; for 24h;74%
5,6-benzoquinoline N-oxide
17104-69-7

5,6-benzoquinoline N-oxide

A

benzo[f]quinoline
85-02-9

benzo[f]quinoline

B

2,3-dihydro-1H-benzindole-3-carbaldehyde
75539-85-4

2,3-dihydro-1H-benzindole-3-carbaldehyde

Conditions
ConditionsYield
In cyclohexane at 16℃; Irradiation;A 9%
B 66%
1-bromo-2-naphthylamine
20191-75-7

1-bromo-2-naphthylamine

glycerol
56-81-5

glycerol

benzo[f]quinoline
85-02-9

benzo[f]quinoline

Conditions
ConditionsYield
With sulfuric acid at 150℃;
Benzyl phenyl sulfide
831-91-4

Benzyl phenyl sulfide

benzoquinoline radical ion
72490-90-5

benzoquinoline radical ion

A

benzo[f]quinoline
85-02-9

benzo[f]quinoline

B

benzyl radical
2154-56-5

benzyl radical

C

thiophenolate
13133-62-5

thiophenolate

Conditions
ConditionsYield
With tetrabutylammonium perchlorate In N,N-dimethyl-formamide at 25℃; Rate constant; Thermodynamic data; ΔG0, cyclovoltammetry;
polystyrene

polystyrene

A

phenanthridine
229-87-8

phenanthridine

B

benzo[f]quinoline
85-02-9

benzo[f]quinoline

C

o-terphenyl
84-15-1

o-terphenyl

D

1,2,3,10b-tetrahydrofluoranthene
20279-21-4

1,2,3,10b-tetrahydrofluoranthene

Conditions
ConditionsYield
With air at 900℃; Condensation; combustion; pyrolysis; PAH formation; Formation of xenobiotics; Further byproducts given. Title compound not separated from byproducts;A 0.04 mg
B 0.12 mg
C 0.19 mg
D 0.16 mg
2-[(E)-2-phenylethenyl]pyridine
538-49-8

2-[(E)-2-phenylethenyl]pyridine

A

benzo[f]quinoline
85-02-9

benzo[f]quinoline

B

(Z)-2-(2-phenylethenyl)pyridine
538-49-8, 714-08-9, 1519-59-1

(Z)-2-(2-phenylethenyl)pyridine

C

rac-2,2'-((1R,2R,3S,4S)-2,4-diphenylcyclobutane-1,3-diyl)dipyridine
83023-13-6

rac-2,2'-((1R,2R,3S,4S)-2,4-diphenylcyclobutane-1,3-diyl)dipyridine

Conditions
ConditionsYield
With cyclomaltooctaose Product distribution; Further Variations:; Reagents; Solvents; Dimerization; Isomerization, Aromatization; Irradiation;
5.6-benzo-quinoline-carboxylic acid-(2)

5.6-benzo-quinoline-carboxylic acid-(2)

benzo[f]quinoline
85-02-9

benzo[f]quinoline

Conditions
ConditionsYield
at 190 - 200℃;
5.6-benzo-quinoline-dicarboxylic acid-(2.4)

5.6-benzo-quinoline-dicarboxylic acid-(2.4)

benzo[f]quinoline
85-02-9

benzo[f]quinoline

5.6-tetramethylene-quinoline

5.6-tetramethylene-quinoline

benzo[f]quinoline
85-02-9

benzo[f]quinoline

Conditions
ConditionsYield
ueber Bleioxyd-Bimsstein im Kohlendioxydstrom bei 700grad.;
7,8,9,10-tetrahydrobenzoquinoline
80028-83-7

7,8,9,10-tetrahydrobenzoquinoline

lead oxide pumice stone

lead oxide pumice stone

benzo[f]quinoline
85-02-9

benzo[f]quinoline

Conditions
ConditionsYield
at 700℃;
hydrogenchloride
7647-01-0

hydrogenchloride

1,2,3,4-tetrahydrobenzo[f]quinolin-2-ol
66405-01-4

1,2,3,4-tetrahydrobenzo[f]quinolin-2-ol

water
7732-18-5

water

A

benzo[f]quinoline
85-02-9

benzo[f]quinoline

B

1,2,3,4-tetrahydro-5,6-benzoquinoline
40174-35-4

1,2,3,4-tetrahydro-5,6-benzoquinoline

Conditions
ConditionsYield
at 200 - 210℃;
hydrogenchloride
7647-01-0

hydrogenchloride

2-(4-isobutyryl-3,4-dihydro-benzo[f]quinolin-3-yl)-2-methyl-propionic acid

2-(4-isobutyryl-3,4-dihydro-benzo[f]quinolin-3-yl)-2-methyl-propionic acid

A

benzo[f]quinoline
85-02-9

benzo[f]quinoline

B

isobutyric Acid
79-31-2

isobutyric Acid

sulfuric acid
7664-93-9

sulfuric acid

orthoarsenic acid
7778-39-4, 121471-47-4

orthoarsenic acid

naphthalen-2-ylamine
91-59-8

naphthalen-2-ylamine

glycerol
56-81-5

glycerol

benzo[f]quinoline
85-02-9

benzo[f]quinoline

sulfuric acid
7664-93-9

sulfuric acid

nitrobenzene
98-95-3

nitrobenzene

naphthalen-2-ylamine
91-59-8

naphthalen-2-ylamine

glycerol
56-81-5

glycerol

benzo[f]quinoline
85-02-9

benzo[f]quinoline

hydrogenchloride
7647-01-0

hydrogenchloride

2-nitronaphthalene
581-89-5

2-nitronaphthalene

glycerol
56-81-5

glycerol

benzo[f]quinoline
85-02-9

benzo[f]quinoline

Conditions
ConditionsYield
at 160 - 170℃;
naphthalen-2-ylamine
91-59-8

naphthalen-2-ylamine

oleum

oleum

benzo[f]quinoline
85-02-9

benzo[f]quinoline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 63 percent / 1N HCl / 0.25 h / 40 °C
2: 56 percent / PPA / 2 h / 100 °C / other nitrogen containing heterocyclic compounds; var. reagents, var. temperatures and reaction time
View Scheme
benzo[f]quinoline
85-02-9

benzo[f]quinoline

trimethylaluminum
75-24-1

trimethylaluminum

trimethyl(5,6-benzoquinoline) aluminium(III)
40961-80-6

trimethyl(5,6-benzoquinoline) aluminium(III)

Conditions
ConditionsYield
In diethyl ether (N2); stirring (5 h, room temp.); evapn. (vac.), washing (Et2O), recrystn. (cyclohexane/benzene, 5/2); elem. anal.;95%
In diethyl ether N2-atmosphere; molar ratio C13H9N/AlMe3 = 1:1.2, reacting for 5 h at room temp.; recrystn. from Et2O;
benzo[f]quinoline
85-02-9

benzo[f]quinoline

diphenylzinc
1078-58-6

diphenylzinc

3-phenylbenzo[f]quinoline
4067-83-8

3-phenylbenzo[f]quinoline

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel(0); tricyclohexylphosphine In toluene at 100℃; for 20h; Inert atmosphere;95%
benzo[f]quinoline
85-02-9

benzo[f]quinoline

4-(N,N-dimethylamino)benzaldehyde 4-nitrophenylhydrazone
3155-30-4

4-(N,N-dimethylamino)benzaldehyde 4-nitrophenylhydrazone

15-(4-Dimethylamino-phenyl)-17-(4-nitro-phenyl)-17H-16,17-diaza-14-azonia-cyclopenta[a]phenanthrene; perchlorate
115095-28-8

15-(4-Dimethylamino-phenyl)-17-(4-nitro-phenyl)-17H-16,17-diaza-14-azonia-cyclopenta[a]phenanthrene; perchlorate

Conditions
ConditionsYield
With tetraethylammonium perchlorate In acetonitrile electrochemical oxidation;94%
benzo[f]quinoline
85-02-9

benzo[f]quinoline

bromobenzene
108-86-1

bromobenzene

5-phenylbenzo[f]quinoline
23827-05-6

5-phenylbenzo[f]quinoline

Conditions
ConditionsYield
With dirhodium tetraacetate; 1,3-bis(mesityl)imidazolium chloride; sodium t-butanolate In toluene at 95℃; for 24h; regioselective reaction;94%
benzo[f]quinoline
85-02-9

benzo[f]quinoline

1,2,3,4-tetrahydro-5,6-benzoquinoline
40174-35-4

1,2,3,4-tetrahydro-5,6-benzoquinoline

Conditions
ConditionsYield
With hydrogen; dicarbonyldichlorobis(triphenylphosphine)ruthenium(II) In tetrahydrofuran at 180℃; for 2h; Product distribution; other reagents, catalysts, temperature, time;92%
With cobalt(II) tetrafluoroborate hexahydrate; tris(2-diphenylphosphinophenyl)phosphine; hydrogen In tetrahydrofuran at 120℃; under 7500.75 Torr; for 15h; Autoclave; chemoselective reaction;89%
With ammonium formate; palladium on activated charcoal In methanol for 1.5h; Heating;57%
benzo[f]quinoline
85-02-9

benzo[f]quinoline

3‐chlorobenzo[f]quinoline
70880-19-2

3‐chlorobenzo[f]quinoline

Conditions
ConditionsYield
Stage #1: benzo[f]quinoline With n-butyllithium; 2-(N,N-dimethylamino)ethanol In hexane; toluene at -78℃;
Stage #2: With hexachloroethane In hexane; toluene at -78 - 0℃; for 1.5h;
Stage #3: With water In hexane; toluene at 0℃;
92%
Multi-step reaction with 2 steps
1: diethyl ether / Behandeln des Reaktionsprodukts mit wss.Ammoniak.
2: phosphoryl chloride
View Scheme
Multi-step reaction with 2 steps
1: 150 °C / Behandeln des Reaktionsprodukts mit Kalium-hexacyanoferrat(III) und wss.Kalilauge
2: phosphorus (V)-chloride; phosphoryl chloride / 160 °C
View Scheme
benzo[f]quinoline
85-02-9

benzo[f]quinoline

phenyllithium
591-51-5

phenyllithium

3-phenylbenzo[f]quinoline
4067-83-8

3-phenylbenzo[f]quinoline

Conditions
ConditionsYield
Stage #1: benzo[f]quinoline; phenyllithium With 1,2-dimethoxyethane In diethyl ether; hexane at 20℃;
Stage #2: With water In diethyl ether; hexane
91%
benzo[f]quinoline
85-02-9

benzo[f]quinoline

1-Bromopinacolon
5469-26-1

1-Bromopinacolon

1-(3,3-dimethyl-2-oxobutyl)benzo[f]quinolin-1-ium bromide

1-(3,3-dimethyl-2-oxobutyl)benzo[f]quinolin-1-ium bromide

Conditions
ConditionsYield
In acetone at 20℃; for 28h; Reflux;89%
benzo[f]quinoline
85-02-9

benzo[f]quinoline

2-bromo-4'-fluoroacetophenone
403-29-2

2-bromo-4'-fluoroacetophenone

1-(4-fluorophenacyl)benzo[f]quinolin-1-ium bromide

1-(4-fluorophenacyl)benzo[f]quinolin-1-ium bromide

Conditions
ConditionsYield
In acetone at 20℃; for 28h; Reflux;87%
benzo[f]quinoline
85-02-9

benzo[f]quinoline

3-[4-(2-bromoacetyl)phenyl]-2H-chromen-2-one
1515876-36-4

3-[4-(2-bromoacetyl)phenyl]-2H-chromen-2-one

4-{2-oxo-2-[4-(2-oxo-2H-chromen-3-yl)phenyl]ethyl}benzo[f]quinolinium bromide
1515876-41-1

4-{2-oxo-2-[4-(2-oxo-2H-chromen-3-yl)phenyl]ethyl}benzo[f]quinolinium bromide

Conditions
ConditionsYield
In toluene Reflux;86%
benzo[f]quinoline
85-02-9

benzo[f]quinoline

H2SiEt2
542-91-6

H2SiEt2

2-(diethylsilyl)-1,2,3,4-tetrahydrobenzo[f]quinoline

2-(diethylsilyl)-1,2,3,4-tetrahydrobenzo[f]quinoline

Conditions
ConditionsYield
With tris(pentafluorophenyl)borate In chloroform at 20 - 65℃; for 6h; Inert atmosphere; stereoselective reaction;85%
benzo[f]quinoline
85-02-9

benzo[f]quinoline

4-Cyanophenacyl bromide
20099-89-2

4-Cyanophenacyl bromide

1-(4-cyanophenacyl)benzo[f]quinolin-1-ium bromide

1-(4-cyanophenacyl)benzo[f]quinolin-1-ium bromide

Conditions
ConditionsYield
In acetone at 20℃; for 28h; Reflux;85%
benzo[f]quinoline
85-02-9

benzo[f]quinoline

trimethyl indium
3385-78-2

trimethyl indium

trimethyl(5,6-benzoquinoline) indium(III)
169897-52-3

trimethyl(5,6-benzoquinoline) indium(III)

Conditions
ConditionsYield
In diethyl ether (N2); stirring; elem. anal.;84%
benzo[f]quinoline
85-02-9

benzo[f]quinoline

n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

3-butyl-benzo[f]quinoline
853924-15-9

3-butyl-benzo[f]quinoline

Conditions
ConditionsYield
Stage #1: benzo[f]quinoline; n-butyllithium With 1,2-dimethoxyethane In diethyl ether; hexane at 20℃;
Stage #2: With water In diethyl ether; hexane
84%
benzo[f]quinoline
85-02-9

benzo[f]quinoline

iodacetamide
144-48-9

iodacetamide

1-(2-amino-2-oxoethyl)benzo[f]quinolin-1-ium iodide

1-(2-amino-2-oxoethyl)benzo[f]quinolin-1-ium iodide

Conditions
ConditionsYield
In acetone at 20℃; for 28h; Reflux;84%
benzo[f]quinoline
85-02-9

benzo[f]quinoline

benzo[f]quinoline-d9

benzo[f]quinoline-d9

Conditions
ConditionsYield
With deuteriated sodium hydroxide; water-d2 at 420 - 430℃; for 24h; supercritical pressure;82%
benzo[f]quinoline
85-02-9

benzo[f]quinoline

acetylaminoethylene
5202-78-8

acetylaminoethylene

bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

methyl (S)-4-acetamido-4-(benzo[f]quinolin-3-yl)butanoate

methyl (S)-4-acetamido-4-(benzo[f]quinolin-3-yl)butanoate

Conditions
ConditionsYield
With potassium phosphate; (R)-3,3'-bis(2,4,6-triisopropylphenyl)binol phosphoric acid; [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; water In toluene at 25℃; for 15h; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation; enantioselective reaction;81%
benzo[f]quinoline
85-02-9

benzo[f]quinoline

2-Bromo-4'-phenylacetophenone
135-73-9

2-Bromo-4'-phenylacetophenone

1-(4-phenylphenacyl)benzo[f]quinolin-1-ium bromide

1-(4-phenylphenacyl)benzo[f]quinolin-1-ium bromide

Conditions
ConditionsYield
In acetone at 20℃; for 28h; Reflux;80%
benzo[f]quinoline
85-02-9

benzo[f]quinoline

para-bromophenacyl bromide
99-73-0

para-bromophenacyl bromide

1-(4-bromophenacyl)benzo[f]quinolin-1-ium bromide

1-(4-bromophenacyl)benzo[f]quinolin-1-ium bromide

Conditions
ConditionsYield
In acetone at 20℃; for 28h; Reflux;80%
benzo[f]quinoline
85-02-9

benzo[f]quinoline

<5-(bromoacetyl)furfuryl>triphenylphosphonium bromide

<5-(bromoacetyl)furfuryl>triphenylphosphonium bromide

2-(benzoquinolinioacetyl)-5-<(triphenylphosphonio)methyl>furan dibromide

2-(benzoquinolinioacetyl)-5-<(triphenylphosphonio)methyl>furan dibromide

Conditions
ConditionsYield
In ethanol for 3h; Heating;79%
benzo[f]quinoline
85-02-9

benzo[f]quinoline

4-chlorobenzoylmethyl bromide
536-38-9

4-chlorobenzoylmethyl bromide

1-(4-chlorophenacyl)benzo[f]quinolin-1-ium bromide

1-(4-chlorophenacyl)benzo[f]quinolin-1-ium bromide

Conditions
ConditionsYield
In acetone at 20℃; for 28h; Reflux;79%
benzo[f]quinoline
85-02-9

benzo[f]quinoline

trimethyl gallium
1445-79-0

trimethyl gallium

trimethyl(5,6-benzoquinoline) gallium(III)
169897-51-2

trimethyl(5,6-benzoquinoline) gallium(III)

Conditions
ConditionsYield
In diethyl ether (N2); stirring (5 h, room temp.); evapn. (vac.), washing (Et2O), recrystn. (cyclohexane); elem. anal.;78%
benzo[f]quinoline
85-02-9

benzo[f]quinoline

1,3-bis(mesityl)imidazolium chloride
141556-45-8

1,3-bis(mesityl)imidazolium chloride

3-(3,5-dimethylphenyl)benzo[f]quinoline

3-(3,5-dimethylphenyl)benzo[f]quinoline

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; sodium t-butanolate In 1,3,5-trimethyl-benzene at 180℃; for 18h; Glovebox; Inert atmosphere; Sealed tube;78%
benzo[f]quinoline
85-02-9

benzo[f]quinoline

dimethylaluminum chloride
1184-58-3

dimethylaluminum chloride

chlorodimethyl(5,6-benzoquinoline) aluminium(III)
40961-83-9

chlorodimethyl(5,6-benzoquinoline) aluminium(III)

Conditions
ConditionsYield
In diethyl ether (N2); stirring; recrystn. (benzene); elem. anal.;76%
benzo[f]quinoline
85-02-9

benzo[f]quinoline

diphenyldisulfane
882-33-7

diphenyldisulfane

3-phenylthio-benzo[f]quinoline
1222964-28-4

3-phenylthio-benzo[f]quinoline

Conditions
ConditionsYield
Stage #1: benzo[f]quinoline With n-butyllithium; 2-(N,N-dimethylamino)ethanol In hexane; toluene at -78℃;
Stage #2: diphenyldisulfane In hexane; toluene at -78 - 0℃; for 1.5h;
Stage #3: With water In hexane; toluene at 0℃;
74%
benzo[f]quinoline
85-02-9

benzo[f]quinoline

4-[4-(2-bromoacetyl)phenyl]-3-hydroxy-2H-chromen-2-one

4-[4-(2-bromoacetyl)phenyl]-3-hydroxy-2H-chromen-2-one

1-{2-[4-(3-hydroxy-2-oxo-2H-chromen-4-yl)phenyl]-2-oxoethyl}benzo[f]quinolinium bromide

1-{2-[4-(3-hydroxy-2-oxo-2H-chromen-4-yl)phenyl]-2-oxoethyl}benzo[f]quinolinium bromide

Conditions
ConditionsYield
In toluene Reflux;74%

85-02-9Relevant articles and documents

-

Clem,Hamilton

, p. 2349,2351, 2352 (1940)

-

Assembly of Diversely Substituted Quinolines via Aerobic Oxidative Aromatization from Simple Alcohols and Anilines

Li, Jixing,Zhang, Jinlong,Yang, Huameng,Jiang, Gaoxi

supporting information, p. 3284 - 3290 (2017/03/23)

An aerobic oxidative aromatization of simple aliphatic alcohols and anilines under the Pd(OAc)2/2,4,6-Collidine/Br?nsted acid catalytic system has been established, providing a direct approach for the preparation of diverse substituted quinoline derivatives in high yields with wide functional group tolerance. Practically, the protocol can be easily scaled up to gram-scale and was utilized in the concise formal synthesis of a promising herbicide candidate.

Copper-catalyzed oxygen atom transfer of N-oxides leading to a facile deoxygenation procedure applicable to both heterocyclic and amine N-oxides

Jeong, Jisu,Lee, Donggun,Chang, Sukbok

supporting information, p. 7035 - 7038 (2015/04/22)

Deoxygenation of various types of N-oxides including both heterocyclic and alkyl(aryl)amine derivatives has successfully been developed by the copper-catalyzed oxygen atom transfer using diazo compounds as the oxygen acceptor. The reaction proceeds smoothly over a broad range of substrates with excellent functional group tolerance under mild conditions. This journal is

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