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886-38-4 Usage

Description

Different sources of media describe the Description of 886-38-4 differently. You can refer to the following data:
1. Diphencyprone is a potent contact allergen responsible for occupational contact dermatitis in chemists and dermatological staff.
2. Diphencyprone (DCP) is a contact sensitizing agent. Pretreatment with DCP reduces symptom severity in a mouse model of experimental autoimmune encephalomyelitis (EAE) induced by myelin basic protein (1-10) (MBP1-10). It enhances IL-10 production and antigen-specific IgG2a antibody responses and reduces anaphylaxis and asthma induced by ovalbumin in mice when administered during ovalbumin immunization at a concentration of 1% v/v. Topical administration of DCP increases intrafollicular CD4+ and CD8+ T cells, reduces upper dermal inflammation, and stimulates hair growth in the C3H/HeJ mouse model of alopecia areta. Formulations containing DCP have been used in the treatment of alopecia areta.

Chemical Properties

slightly pinkish-orange to beige crystalline

Uses

Diphenylcyclopropenone was used in topical immunotherapy.

Definition

ChEBI: A cyclopropenone compound having phenyl substituents at the 2- and 3-positions.

General Description

Diphenylcyclopropenone is a potent hapten. Its vibration frequency has been evaluated.

Contact allergens

Diphencyprone is a potent contact allergen used in topical immunotherapy to treat some severe alopecia areata. It is responsible for occupational contact dermatitis in chemists and dermatology department staff

Purification Methods

Crystallise it from cyclohexane. UV (MeCN): max 226, 282, 297nm. [Beilstein 17 IV 1736.]

Check Digit Verification of cas no

The CAS Registry Mumber 886-38-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 8,8 and 6 respectively; the second part has 2 digits, 3 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 886-38:
(5*8)+(4*8)+(3*6)+(2*3)+(1*8)=104
104 % 10 = 4
So 886-38-4 is a valid CAS Registry Number.
InChI:InChI=1/C15H10O/c16-15-13(11-7-3-1-4-8-11)14(15)12-9-5-2-6-10-12/h1-10H

886-38-4 Well-known Company Product Price

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  • Alfa Aesar

  • (B21954)  2,3-Diphenyl-2-cyclopropen-1-one, 99% (dry wt.), may cont up to 5% water   

  • 886-38-4

  • 1g

  • 389.0CNY

  • Detail
  • Alfa Aesar

  • (B21954)  2,3-Diphenyl-2-cyclopropen-1-one, 99% (dry wt.), may cont up to 5% water   

  • 886-38-4

  • 5g

  • 1636.0CNY

  • Detail
  • Alfa Aesar

  • (B21954)  2,3-Diphenyl-2-cyclopropen-1-one, 99% (dry wt.), may cont up to 5% water   

  • 886-38-4

  • 25g

  • 6198.0CNY

  • Detail

886-38-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name diphenylcyclopropenone

1.2 Other means of identification

Product number -
Other names 2,3-diphenylcycloprop-2-en-1-one

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:886-38-4 SDS

886-38-4Synthetic route

bis(2,3-diphenylcyclopropenyliun) ether ditriflate

bis(2,3-diphenylcyclopropenyliun) ether ditriflate

diethylamine
109-89-7

diethylamine

A

diethylammonium trifluoromethanesulfonate
60933-18-8

diethylammonium trifluoromethanesulfonate

B

C19H20N(1+)*CF3O3S(1-)

C19H20N(1+)*CF3O3S(1-)

C

Conditions
ConditionsYield
In chloroformA n/a
B 27%
C 99%

A

1-phenyl-2-chloropropane
10304-81-1

1-phenyl-2-chloropropane

B

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

Conditions
ConditionsYield
In acetonitrile at 80℃; for 0.333333h; Inert atmosphere;A 95%
B n/a
3,3-dichloro-1,2-diphenylcyclopropene
2570-00-5

3,3-dichloro-1,2-diphenylcyclopropene

geraniol
624-15-7

geraniol

A

geranyl chloride
4490-10-2

geranyl chloride

B

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

Conditions
ConditionsYield
In dichloromethane at 23℃; for 0.0833333h; Inert atmosphere;A 95%
B n/a
3,3-dichloro-1,2-diphenylcyclopropene
2570-00-5

3,3-dichloro-1,2-diphenylcyclopropene

(S)-Methyl mandelate
21210-43-5

(S)-Methyl mandelate

A

methyl 2-chloro-2-phenylethanoate
7476-66-6

methyl 2-chloro-2-phenylethanoate

B

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

Conditions
ConditionsYield
In dichloromethane at 23℃; for 1.08333h; Inert atmosphere;A 93%
B n/a
2-octyn-1-ol
20739-58-6

2-octyn-1-ol

3,3-dichloro-1,2-diphenylcyclopropene
2570-00-5

3,3-dichloro-1,2-diphenylcyclopropene

A

1-chloro-2-octyne
51575-83-8

1-chloro-2-octyne

B

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

Conditions
ConditionsYield
In dichloromethane at 23℃; for 0.0833333h; Inert atmosphere;A 92%
B n/a
3-Phenylpropenol
104-54-1

3-Phenylpropenol

3,3-dichloro-1,2-diphenylcyclopropene
2570-00-5

3,3-dichloro-1,2-diphenylcyclopropene

A

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

B

cinnamyl chloride
2687-12-9

cinnamyl chloride

Conditions
ConditionsYield
In dichloromethane at 23℃; for 0.05h; Inert atmosphere;A n/a
B 92%
In dichloromethane at 23℃; for 0.05h;
1-Phenylethanol
98-85-1, 13323-81-4

1-Phenylethanol

3,3-dichloro-1,2-diphenylcyclopropene
2570-00-5

3,3-dichloro-1,2-diphenylcyclopropene

A

(1-chloroethyl)benzene
672-65-1

(1-chloroethyl)benzene

B

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

Conditions
ConditionsYield
In dichloromethane at 20℃; for 0.5h; Inert atmosphere;A 91%
B n/a
(S)-1-phenylethanol
1445-91-6

(S)-1-phenylethanol

3,3-dichloro-1,2-diphenylcyclopropene
2570-00-5

3,3-dichloro-1,2-diphenylcyclopropene

A

B

Conditions
ConditionsYield
In dichloromethane at 23℃; for 0.166667h; Inert atmosphere; enantioselective reaction;A 90%
B n/a
Conditions
ConditionsYield
With hydrogenchloride In chloroform; water for 1h; Ambient temperature;89%
2-phenylethanol
60-12-8

2-phenylethanol

3,3-dichloro-1,2-diphenylcyclopropene
2570-00-5

3,3-dichloro-1,2-diphenylcyclopropene

A

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

B

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

Conditions
ConditionsYield
In dichloromethane at 23℃; for 0.25h; Mechanism; Solvent; Inert atmosphere;A 89%
B n/a
In dichloromethane at 23℃; for 0.25h;
1,2,3,3-tetrachlorocyclopropene
6262-42-6

1,2,3,3-tetrachlorocyclopropene

benzene
71-43-2

benzene

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

Conditions
ConditionsYield
Stage #1: 1,2,3,3-tetrachlorocyclopropene; benzene With aluminum (III) chloride In dichloromethane at -78 - 20℃; for 4h; Inert atmosphere; Sealed tube;
Stage #2: With water In dichloromethane Inert atmosphere; Sealed tube;
85%
Stage #1: 1,2,3,3-tetrachlorocyclopropene; benzene With aluminum (III) chloride In dichloromethane for 0.5h;
Stage #2: With water; sodium hydroxide In dichloromethane at 20℃; for 1.5h;
63%
With aluminium trichloride; water 1.) 1,2-dichloroethane, room temp.;
(Z)-4-acetoxy-2-buten-1-ol
64196-68-5

(Z)-4-acetoxy-2-buten-1-ol

3,3-dichloro-1,2-diphenylcyclopropene
2570-00-5

3,3-dichloro-1,2-diphenylcyclopropene

A

(Z)-4-chlorobut-2-en-1-yl acetate
55613-61-1

(Z)-4-chlorobut-2-en-1-yl acetate

B

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

Conditions
ConditionsYield
In dichloromethane at 23℃; for 0.0833333h; Inert atmosphere;A 84%
B n/a
3,3-dichloro-1,2-diphenylcyclopropene
2570-00-5

3,3-dichloro-1,2-diphenylcyclopropene

benzyl alcohol
100-51-6

benzyl alcohol

A

benzyl chloride
100-44-7

benzyl chloride

B

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

Conditions
ConditionsYield
In dichloromethane at 23℃; for 0.166667h; Inert atmosphere;A 81%
B n/a
In dichloromethane at 23℃; for 0.166667h;
3,3-dichloro-1,2-diphenylcyclopropene
2570-00-5

3,3-dichloro-1,2-diphenylcyclopropene

benzyl alcohol
100-51-6

benzyl alcohol

A

benzaldehyde
100-52-7

benzaldehyde

B

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

Conditions
ConditionsYield
With triethylamine In dimethyl sulfoxide; acetonitrile at -20℃; for 0.666667h; Swern Oxidation; Inert atmosphere;A n/a
B 80%
2,3-diphenylcyclopropen-1-thione
2570-01-6

2,3-diphenylcyclopropen-1-thione

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

Conditions
ConditionsYield
With triphenyl phosphite ozonide In dichloromethane for 1h; Product distribution; Ambient temperature; other solvent, other reagent promoting oxidation;75%
C38H38N2O2
1370587-84-0

C38H38N2O2

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

Conditions
ConditionsYield
With hydrogenchloride; water; acetic acid at 80℃; for 2h; Inert atmosphere;66%
1,3-dibromo-1,3-diphenylpropan-2-one
958-79-2

1,3-dibromo-1,3-diphenylpropan-2-one

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

Conditions
ConditionsYield
Stage #1: 1,3-dibromo-1,3-diphenylpropan-2-one With triethylamine In dichloromethane at 23℃; Inert atmosphere;
Stage #2: With hydrogenchloride In water at 0℃; Inert atmosphere;
Stage #3: With sulfuric acid In water at 0℃;
60%
With triethylamine In dichloromethane at 23℃; for 1.5h; Inert atmosphere;60%
With triethylamine In dichloromethane at 20℃; for 1.5h; Inert atmosphere;55%
With triethylamine In dichloromethane at 20℃; for 1h;
With triethylamine In dichloromethane at 20℃; for 1h;
benzylidene dichloride
98-87-3

benzylidene dichloride

1,1-dimethoxy-2-phenylethene
13049-41-7

1,1-dimethoxy-2-phenylethene

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

Conditions
ConditionsYield
With potassium tert-butylate; benzene anschliessendes Behandeln mit wss. Saeure;
4-methyl-2H-chromen-2-one
607-71-6

4-methyl-2H-chromen-2-one

C16H13O(1+)*BF4(1-)
77902-57-9

C16H13O(1+)*BF4(1-)

A

C11H11O2(1+)*BF4(1-)
77902-78-4

C11H11O2(1+)*BF4(1-)

B

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

Conditions
ConditionsYield
In liquid sulphur dioxide at 25℃; Equilibrium constant;
2,3-bis(4-methylphenyl)-2-cyclopropen-1-one
38377-57-0

2,3-bis(4-methylphenyl)-2-cyclopropen-1-one

C16H13O(1+)*BF4(1-)
77902-57-9

C16H13O(1+)*BF4(1-)

A

C18H17O(1+)*BF4(1-)
77902-60-4

C18H17O(1+)*BF4(1-)

B

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

Conditions
ConditionsYield
In liquid sulphur dioxide at 25℃; Equilibrium constant;
dibromodifluoromethane
75-61-6

dibromodifluoromethane

diphenyl acetylene
501-65-5

diphenyl acetylene

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

Conditions
ConditionsYield
With potassium fluoride; sodium hydroxide; 18-crown-6 ether; triphenylphosphine 1) DME, 25 deg C; Yield given. Multistep reaction;
4-methyl-6-methylcarbamoyloxy-1,2-diphenyl-4,6-diazaspiro<2,3>hex-1-en-5-one
111888-57-4

4-methyl-6-methylcarbamoyloxy-1,2-diphenyl-4,6-diazaspiro<2,3>hex-1-en-5-one

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 61 percent / KOH / 1 h / Ambient temperature
2: 89 percent / concd.HCl / CHCl3; H2O / 1 h / Ambient temperature
View Scheme
1,2-dichloro-benzene
95-50-1

1,2-dichloro-benzene

phenyl chloroformate
1885-14-9

phenyl chloroformate

tris(p-dimethylaminophenyl)phosphine
1104-21-8

tris(p-dimethylaminophenyl)phosphine

phenol
108-95-2

phenol

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

rac-octan-2-ol
4128-31-8

rac-octan-2-ol

3,3-dichloro-1,2-diphenylcyclopropene
2570-00-5

3,3-dichloro-1,2-diphenylcyclopropene

A

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

B

2-chlorooctane
628-61-5

2-chlorooctane

Conditions
ConditionsYield
In acetonitrile at 80℃; for 0.5h; Inert atmosphere;A n/a
B 93 %Spectr.
In dichloromethane at 80℃; for 0.5h;
2-Methyl-1-phenyl-2-propanol
100-86-7

2-Methyl-1-phenyl-2-propanol

3,3-dichloro-1,2-diphenylcyclopropene
2570-00-5

3,3-dichloro-1,2-diphenylcyclopropene

A

(2-methyl-1-propenyl)-benzene
768-49-0

(2-methyl-1-propenyl)-benzene

B

2-chloro-2-methyl-1-phenylpropane
1754-74-1

2-chloro-2-methyl-1-phenylpropane

C

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

Conditions
ConditionsYield
In dichloromethane at 23℃; for 0.666667h; Inert atmosphere;A 33 %Spectr.
B 45 %Spectr.
C n/a
3,3-dichloro-1,2-diphenylcyclopropene
2570-00-5

3,3-dichloro-1,2-diphenylcyclopropene

Cyclohex-2-enol
822-67-3

Cyclohex-2-enol

A

1-chloro-2-octyne
51575-83-8

1-chloro-2-octyne

B

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

Conditions
ConditionsYield
In dichloromethane at 23℃; for 0.166667h; Inert atmosphere;A 88 %Spectr.
B n/a
3,3-dichloro-1,2-diphenylcyclopropene
2570-00-5

3,3-dichloro-1,2-diphenylcyclopropene

A

B

Conditions
ConditionsYield
In chloroform-d1 for 0.25h; Inert atmosphere;
1,3-Diphenylpropanone

1,3-Diphenylpropanone

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: bromine / acetic acid / 0.5 h / 20 °C / Inert atmosphere
2: triethylamine / dichloromethane / 1.5 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: acetic acid; bromine / 3 h
2: triethylamine / dichloromethane / 1 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: bromine; acetic acid / 3 h
2: triethylamine / dichloromethane / 1 h / 20 °C
View Scheme
Stage #1: 1,3-Diphenylpropanone With bromine; acetic acid for 3h;
Stage #2: With triethylamine In dichloromethane at 20℃; for 1h;
4-nitrophenylhydrazine hydrochloride
636-99-7

4-nitrophenylhydrazine hydrochloride

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

(2.3-Diphenyl-cyclopropenyliden)-p-nitro-phenylhydrazonium - Chlorid

(2.3-Diphenyl-cyclopropenyliden)-p-nitro-phenylhydrazonium - Chlorid

Conditions
ConditionsYield
In ethanol Ambient temperature;100%
dimethyl 2-(1,3-dioxoisoindolin-2-yl)-cyclopropane-1,1-dicarboxylate
1352653-03-2

dimethyl 2-(1,3-dioxoisoindolin-2-yl)-cyclopropane-1,1-dicarboxylate

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

C30H23NO7

C30H23NO7

Conditions
ConditionsYield
With scandium tris(trifluoromethanesulfonate) In dichloromethane at 25℃; Inert atmosphere;100%
4-methoxythiobenzoic acid
6279-44-3

4-methoxythiobenzoic acid

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

C31H24O4S2
77863-76-4

C31H24O4S2

Conditions
ConditionsYield
With perchloric acid In ethanol Ambient temperature;99%
3-phenyl-propynoic acid amide
7223-30-5

3-phenyl-propynoic acid amide

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

C24H17NO2

C24H17NO2

Conditions
ConditionsYield
di(rhodium)tetracarbonyl dichloride In toluene at 80℃; for 12h;99%
4-nitro-N-(pivaloyloxy)benzamide
1293990-74-5

4-nitro-N-(pivaloyloxy)benzamide

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

2-(4-nitrophenyl)-4,5-dipheny-1,3-oxazin-6-one

2-(4-nitrophenyl)-4,5-dipheny-1,3-oxazin-6-one

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran at 60℃; Schlenk technique; Inert atmosphere;99%
(thiophen-2-yl)formamido 2,2-dimethylpropanoate
1400655-60-8

(thiophen-2-yl)formamido 2,2-dimethylpropanoate

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

4,5-diphenyl-2-(2-thienyl)-1,3-oxazin-6-one

4,5-diphenyl-2-(2-thienyl)-1,3-oxazin-6-one

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran at 60℃; Schlenk technique; Inert atmosphere;99%
N-(pivaloyloxy)furan-2-carboxamide

N-(pivaloyloxy)furan-2-carboxamide

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

2-(2-furyl)-4,5-diphenyl-1,3-oxazin-6-one

2-(2-furyl)-4,5-diphenyl-1,3-oxazin-6-one

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran at 60℃; Schlenk technique; Inert atmosphere;99%
diethyl (E)-2-((3,5-dibromo-2-hydroxybenzylidene)amino)malonate

diethyl (E)-2-((3,5-dibromo-2-hydroxybenzylidene)amino)malonate

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

diethyl (3R,3aS,9bR)-6,8-dibromo-4-oxo-3,3a-diphenyl-1,3a,4,9b-tetrahydrochromeno[4,3-b]pyrrole-2,2(3H)-dicarboxylate

diethyl (3R,3aS,9bR)-6,8-dibromo-4-oxo-3,3a-diphenyl-1,3a,4,9b-tetrahydrochromeno[4,3-b]pyrrole-2,2(3H)-dicarboxylate

Conditions
ConditionsYield
With C32H28F6N4O3 In 1,3,5-trimethyl-benzene at 20℃; for 3h; Reagent/catalyst; regioselective reaction;99%
C15H19NO5

C15H19NO5

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

diethyl (3R,3aS,9bR)-6-methyl-4-oxo-3,3a-diphenyl-1,3a,4,9b-tetrahydrochromeno[4,3-b]pyrrole-2,2(3H)-dicarboxylate

diethyl (3R,3aS,9bR)-6-methyl-4-oxo-3,3a-diphenyl-1,3a,4,9b-tetrahydrochromeno[4,3-b]pyrrole-2,2(3H)-dicarboxylate

Conditions
ConditionsYield
With C32H28F6N4O3 In 1,3,5-trimethyl-benzene at 20℃; for 22h; Reagent/catalyst; regioselective reaction;99%
Conditions
ConditionsYield
With C32H28F6N4O3 In 1,3,5-trimethyl-benzene at 20℃; for 7h; Reagent/catalyst; regioselective reaction;99%
diethyl (3R,3aS,9bR)-4-oxo-3,3a-diphenyl-1,3a,4,9b-tetrahydrochromeno[4,3-b]pyrrole-2,2(3H)-dicarboxylate

diethyl (3R,3aS,9bR)-4-oxo-3,3a-diphenyl-1,3a,4,9b-tetrahydrochromeno[4,3-b]pyrrole-2,2(3H)-dicarboxylate

Conditions
ConditionsYield
With C32H28F6N4O3 In 1,3,5-trimethyl-benzene at 30℃; for 0.6h; Reagent/catalyst; Solvent; regioselective reaction;99%

886-38-4Relevant articles and documents

-

Breslow,R. et al.

, p. 234 (1963)

-

Cyclopropeniminium Ions Exhibit Unique Reactivity Profiles with Bioorthogonal Phosphines

Heiss, Tyler K.,Prescher, Jennifer A.

, p. 7443 - 7448 (2019)

We report a new ligation of cyclopropeniminium ions with bioorthogonal phosphines. Cyclopropeniminium scaffolds are sufficiently stable in biological media and, unlike related isomers, react with functionalized phosphines via formal 1,2-addition to a I-system. The ligation can be performed in aqueous solution and is compatible with existing bioorthogonal transformations. Such mutually compatible reactions are useful for multicomponent labeling.

Fully Substituted Conjugate Benzofuran Core: Multiyne Cascade Coupling and Oxidation of Cyclopropenone

Yao, Liangliang,Hu, Qiong,Bao, Li,Zhu, Wenjing,Hu, Yimin

supporting information, p. 4971 - 4975 (2021/06/30)

An unprecedented C═C double bond cleavage of cyclopropenone and dioxygen activation by multiyne cascade coupling has been developed. This chemistry provides a novel, simple, and efficient approach to synthesize fully substituted conjugate benzofuran derivatives from simple substrates under mild conditions. The density functional theory (DFT) calculations reveal that the unique homolytic cleavages of cyclopropenone and molecular oxygen are crucial to the success of this reaction.

A Palladium-Catalyzed Cascade C-C Activation of Cyclopropenone and Carbonylative Amination: Easy Access to Highly Functionalized Maleimide Derivatives

Nanda, Tanmayee,Ravikumar, P. C.

supporting information, (2020/02/15)

We describe herein the first report on palladium-catalyzed C-C bond activation of cyclopropenone and concomitant carbonylative amination to produce maleimides. The interesting aspect of this reaction is that the sacrificial elimination of carbon monoxide from the substrate is efficiently recaptured by one of the intermediates in the catalytic cycle for the formation of maleimides. 18O isotopic studies confirmed that the source of carbon monoxide is from cyclopropenone.

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