74896-14-3

Usage

Uses

Used in Medicinal Chemistry and Drug Discovery:
Bicyclo[3.2.1]octane-2,4-dione is utilized as a key intermediate in the synthesis of pharmaceuticals due to its structural characteristics and reactivity. Its unique bicyclic structure and dione functional group allow for the development of novel compounds with potential therapeutic applications.
Used in Organic Synthesis:
As a reagent in organic synthesis, bicyclo[3.2.1]octane-2,4-dione is employed for the formation of heterocyclic compounds and other complex organic molecules. Its versatility in chemical reactions makes it a valuable component in the creation of a wide range of organic compounds.
Used in Biological and Pharmacological Research:
Bicyclo[3.2.1]octane-2,4-dione has been studied for its potential biological and pharmacological activities. Its unique structure and reactivity may contribute to the discovery of new bioactive compounds with applications in various therapeutic areas.

InChI:InChI=1/C8H10O2/c9-7-4-8(10)6-2-1-5(7)3-6/h5-6H,1-4H2

Upstream product

• 20137-87-5 2,3,4,4-tetrachloro-bicyclo[3.2.1]octa-2,6-diene 
• 90003-08-0 3-chlorobicyclo[3.2.1]-3-octen-2-ol 
• 57615-42-6 3,4-dichlorobicyclo[3.2.1]oct-2-ene 
• 498-66-8 norborn-2-ene 
• 51145-45-0 3-chlorobicyclo[3.2.1]oct-3-en-2-one 
• 20512-63-4 3-chloro-4-hydroxy-bicyclo[3.2.1]octa-3,6-dien-2-one 
• 868946-82-1 4-bromo-bicyclo[3.2.1]oct-3-en-2-one 

Downstream Products

• 126657-08-7 4-(4-methylsulfonyloxy-2-chlorobenzoyloxy)bicyclo[3,2,1]-3-octen-2-one 
• 126657-07-6 4-(3-methoxy-4-methylsulfonyloxy-2-nitrobenzoyloxy)bicyclo[3,2,1]-3-octen-2-one 
• 126672-90-0 4-(4-chloro-2-nitrobenzoyloxy)-bicyclo-[3,2,1]-3-octen-2-one 
• 1270000-41-3 2-(3,5-difluorophenyl)-5-((2-hydroxy-4-oxobicyclo[3.2.1]oct-2-en-3-yl)carbonyl)-3-(2-methoxyethyl)-4(3H)-pyrimidinone 
• 1353871-81-4 6-(2-hydroxy-4-oxobicyclo[3.2.1]octa-2-enylcarbonyl)-2-methyl-4-phenyl-1,2,4-triazine-3,5(2H,4H)-dione 
• 1356065-75-2 4-oxobicyclo[3.2.1]oct-2-en-2-yl 2-methyl-3-methylsulfinyl-4-trifluoromethylbenzoate 
• 1615201-86-9 C₁₈H₁₈O₂ 
• 1615211-65-8 2-methoxy-3-(2-methyl-4-prop-1-ynylphenyl)bicyclo[3.2.1 ]oct-2-en-4-one 
• 1615211-64-7 3-(4-bromo-2-methylphenyl)-4-methoxybicyclo[3.2.1]oct-3-en-2-one 
• 1355556-30-7 4-oxobicyclo[3.2.1]oct-2-en-2-yl 2-methyl-3-methylthio-4-(pentafluoroethyl)benzoate 
• 1090511-17-3 C₂₄H₂₅ClO₂ 
• 1090511-16-2 C₂₂H₂₂O₂ 

Relevant academic research and scientific papers

3 - [4 - (methyl sulfonyl) - 2-chlorobenzoyl] bicyclo [3.2.1] - 2,4- octadione method for the synthesis of (by machine translation)

3 - [4 - (methyl sulfonyl) - 2-chlorobenzoyl] bicyclo [3.2.1]-octane -2,4-dione are synthetic intermediates of the herbicide, the present invention discloses a synthetic 3 - [4 - (methyl sulfonyl) - 2-chlorobenzoyl] bicyclo [3.2.1]-octane -2,4-dione metho

SUBSTITUTED BICYCLOOCTENES AND THEIR USE AS HERBICIDES

Compounds of formula (I) wherein the substituents are as defined in claim 1, are suitable for use as herbicides.

PROCESS FOR THE PRODUCTION OF CYCLIC DIKETONES

The present invention relates to the preparation of compounds of formula (I); wherein the substituents are as defined in claim 1, by reacting a compound of formula (II); with a bromine or chlorine source to form a compound of formula (III); and subsequently treating that compound with water.

PROCESS FOR THE PRODUCTION OF CYCLIC DIKETONES

The present invention relates to a process for the preparation of compounds of formula (I), wherein the substituents are as defined in claim 1, by reacting a compound of formula (II), either with a chlorination or bromination agent or with a compound of formula (III) CI-SO2R9, R9 being C1-C4alkyl, C1-C4haloalkyl, phenyl or C1-C4alkyl-substituted phenyl, to form the compound of formula (IV), reacting the compound of formula (IV) with a compound of formula (V) M+-O--C(O)-Y, wherein Y is as defined above and M+ is the hydrogen cation or an alkali metal ion, alkaline earth metal ion or ammonium ion, to form the compound of formula (VI) and treating that compound with a cyanide source in the presence of a base.

Process for the preparation of bicyclic diketone salts

The present invention relates to a process for the preparation of bicyclic 1,3-diketone salts of formula I wherein R1, R2, R3 and R4 are each independently of the others hydrogen or C1-C4alkyl; A and E are each independently of the other C1-C2alkylene, which may be substituted once or up to four times by a C1-C4alkyl group, and M+ is an alkali metal ion, alkaline earth metal ion or ammonium ion, by oxidation of a compound of formula II to a compound of formula III and subsequent conversion to a compound of formula I either in the presence of a base and a catalytic amount of a cyanide or in the presence of an alkali metal alcoholate or alkaline earth metal alcoholate, and to novel bicyclic enol lactone intermediates of formula III for use in that process.

Method for producing bicyclic 1,3-diketones

A process for preparing bicyclic 1,3-diketones of the formula I where R1, R2, R3 and R4 are hydrogen, C1-C4-alkyl, C1-C4-alkoxy-carbonyl, halogen, cyano, nitro, C1-C4-alkylthio, C1-C4-alkylsulfenyl or C1-C4-alkylsulfonyl and Z is C1-C4-alkylene, O, S, N—R5 where R5 is C1-C4-alkyl or C1-C4-alkylcarbonyl, which comprises a) reacting a bicyclic olefin of the formula II with haloform in the presence of a base to give the ring-expanded product of the formula III where R1-R4 and Z are as defined above and X is halogen; b) hydrolyzing the allylic halogen of the compound of the formula III to the allyl alcohol of the formula IV c) oxidizing the allyl alcohol of the formula IV to the unsaturated ketone of the formula V d) reacting the ketone of the formula V with a nucleophilic ion Y? which stabilizes a negative charge to give the ketone of the formula VI e) hydrolyzing the ketone of the formula VI to the bicyclic 1,3-diketone of the formula I, novel intermediates and novel processes for preparing these intermediates are described.