4,5-Dihydro-6H-cyclopenta[b]thiophen-6-one

To a suspension of PStep iii: 4H-cyclopentarblthiophen-6(5H)-one Synthesis of 3: To a solution of 1-(thiophen-2-yl)-prop-2-en-1-one (8.5 g; 62 mmoles) of Example 1b in 1, 2-dichloroehane (47 mL) a solution of sulphuric acid (47 mL) is added dropwise at room temperature. 0254] To a solution of 1-(thiophen-2-yl)-prop-2-en-1-one (8.5 g; 62 mmoles) of Example 1b in 1, 2-dichloroethane (47 mL) a solution of sulphuric acid (47 mL) is added dropwise at room temperature. The mixture is then heated to 80° C. for 75 minutes. Then cooling to room temperature is carried out and the cooled liquid mass is poured in an ice bath. An extraction with dichloromethane (2×20 mL) is then carried out and the organic phase washed with a 5percent NaHCOTo a stirring solution of compound 1 (1 g, 4.8 mmol) in dry toluene (80 mL) was added [Rh(cod)2](BF4) (0.39 g, 0.96 mmol), tri-p-tolylphosphine(1.17 g, 3.84 g), 2, 2, 6, 6- tetramethylpiperidine (0.68 g, 4.8 mmol) at room temperature. The reaction mixture was stirred at reflux for 16 h then concentrated and purified by silica gel column chromatography eluting with12percent EtOAc/Hexane to afford compound 2 (0.28 g, 42percent). TLC: 20percent EtOAc/Hexane (Rf: 0.3)To a stirring solution of compound 1 (1 g, 4.8 mmol) in dry toluene (80 mL) was added [Rh(cod)2](BF4) (0.39 g, 0.96 mmol), trip-tolylphosphine(1.17 g, 3.84 g), 2, 2, 6, 6- tetramethylpiperidine (0.68 g, 4.8 mmol) at room temperature. The reaction mixture was stirred at reflux for 16 h then concentrated and purified by silica gel column chromatography eluting with 12percent EtOAc/Hexane to afford compound 2 (0.25 g, 38percent). TLC: 20percent EtOAc/Hexane (Rf: 0.3)

Molecular Weight:138.19
XLogP3:1.7
Hydrogen Bond Acceptor Count:2
Exact Mass:138.01393598
Monoisotopic Mass:138.01393598
Topological Polar Surface Area:45.3
Heavy Atom Count:9
Complexity:144
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes