70436-08-7

Upstream product

• 86616-79-7 3-ethoxy-7-(2-propenyl)-2-cyclohepten-1-one 
• 130741-35-4 (3-(but-3-enyl)cyclopent-1-enyloxy)trimethylsilane 
• 5323-87-5 3-Ethoxycyclohex-2-en-1-one 
• 70436-07-6 6-(3-Butenyl)-3-ethoxy-2-cyclohexen-1-one 

Downstream Products

• 110477-14-0 4-((Z)-5-Trimethylsilanyl-pent-3-enyl)-cyclohex-2-enone 
• 180725-84-2 4-(3-oxobutyl)-1-(chloromethyl)-2-cyclohexen-1-ol 
• 110477-11-7 3-(4-Oxo-cyclohex-2-enyl)-propionaldehyde 

Relevant academic research and scientific papers

Iron(III) mediated transformations of trimethylsilyloxy cyclopropyl ethers. Part 2: A new 4-substituted-2-cyclohexenone synthesis

Conjugate addition of a variety of Grignard reagents to 2-cyclopentenone gave a number of silyl enol ethers (1) which were treated with Et2Zn/CH2I2 to give the corresponding cyclopropyl silyl ethers (2) in good yield. Ferric chloride ring expansion followed by base elimination of the resulting β-chloro ketones gave the 4-substituted-2-cyclohexenones (4) in moderate to good overall yield. The overall process provides a convenient three step route to these enones from 2-cyclopentenone.

Ring Opening of Cyclopropylketones Induced by Photochemical Electron Transfer

Depending on the substitution pattern of cyclopropylketones, the photochemically induced electron transfer of tertiary amines to cyclopropylketones leads either to the formation of 3-substituted cycloalkanones or to ring expanded products.

A new 4-substituted-2-cyclohexenone synthesis

Conjugate addition of a variety of Grignard reagents to 2-cyclopentenone followed by cyclopropanation of the resulting enol ethers gave a range of substituted cyclopropyl silyl ethers in good yield. Treatment of these cyclopropyl silyl ethers with ferric chloride in DMF gave the one carbon ring expanded β-chloro ketones which were eliminated to the corresponding 4-substituted-2-cyclohexenones.

INTRAMOLECULAR CYCLIZATIONS OF ALLYL- AND PROPARGYLSILANES

Allylsilanes of type 5 and propargylsilanes of type 13 undergo efficient cyclizations upon treatment with EtAlCl2 in toluene to afford stereoselectively functionalized hydrindanones of type 6 and spirodecanes of type 14.

2-Hydroxy-4-(substituted) phenyl cycloalkanes and derivatives

Compounds having the formula STR1 R1 is hydrogen, benzyl or an ester moiety; Y is --CH(R2 ")CH(R2)-- or--CH(R3)CH2 --; R2 " is hydrogen or methyl; R2 is OH or X-substituted (C1-6)alkyl; R3 is OH, cyano or X-substituted (C1-3) alkyl; X is --OR6, --SR6, --S(O)R6, --S(O)2 R6, --NR6 R7, --COOR7, --CONR7 R8 or oxo; with the proviso that when X is --NR6 R7, --COOR7 or --CONR7 R8, said group is located on the terminal carbon atom of R2 or R3 ; R6 is hydrogen, (C1-6)alkyl or acetyl; each of R7 and R8 is hydrogen or (C1-6)alkyl; s is an integer of 1 or 2; with the proviso that when R6 is acetyl, R7 is hydrogen and X is other than S(O)R6 or S(O)2 R6 ; Z--W is alkyl, phenylalkyl or pyridylalkyl which can have an oxygen atom as part of the alkyl chain, and their use as CNS agents, antidiarrheals and antiemetics. Processes for their preparation and intermediates therefor are described.

3-[2-Hydroxy-4-(substituted)phenyl]-cycloalkanol analgesic agents

Cycloalkanones, cycloalkanols and unsaturated analogs thereof, each of which has at the 3-position a 2-hydroxy-4-substituted phenyl group wherein the 4-position substituent is alkyl which can have an oxygen atom as part of the chain, or aralkyl which can have an oxygen atom as part of the alkyl chain, their use for pharmacological and medicinal purposes, intermediates therefor and processes for their preparation.