Some common heterocyclic compound, 612-55-5, name is 2-Iodonaphthalene, molecular formula is C10H7I, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. SDS of cas: 612-55-5
Substrate Compound 1 (0.1 mmol, 43.4 mg) , Pd(TFA)2 (0.01 mmol, 3.3 mg) , and Ag2C03 (0.15 mmol, 41.4 mg) were weighed out open to air and placed in a microwave tube (5 mL) with a magnetic stir bar. The aryl iodide (0.15 mmol), 2-picoline (0.02 mmol, 2 muIota , TFA (0.02 mmol, 2 mu) , and DCE (0.5 mL) were added. The reaction vessel was sealed and the mixture was first stirred at room temperature for 10 minutes and then heated to 100 C for 20 hours with vigorous stirring. Upon completion, the reaction mixture was cooled to room temperature. The solvents were removed under reduced pressure and the resulting mixture was purified by a silica gel-packed flash chromatography column using toluene/EtOAc or hexane/EtOAc as the eluent. (S) -3- (Naphthalen-2-yl) -2-phthalimido-N- (2,3,5,6- tetra luoro-4- (trifluoromethyl)phenyl) propanamide (2q) Substrate Compound 1 was arylated following the general arylation procedure A. Analysis of crude reaction mixture by 1H NMR showed a 14:1 ratio of mono- and diarylated products. After purification by column chromatography using toluene/EtOAc (30/1) as the eluent, Compound 2q was obtained as a light yellow solid (50.7 mg, 91%). NMR (600 MHz, CDC13) delta 8.52 (br s, 1H) , 7.77-7.71 (m, 4H) , 7.68-7.62 (m, 4H) , 7.41-7.37 (m, 2H) , 7.36-7.34 (m, 1H) , 5.47 (dd, Ji = 6.6 Hz, J2 = 10.2 Hz, 1H) , 3.82-3.74 (m, 2H) ; 13C NMR (150 MHz, CDC13) 6168.1, 166.7, 134.6, 133.3, 132.9, 132.5, 131.0, 128.7, 127.9, 127.6, 127.5, 126.5, 126.2, 125.9, 123.8, 56.3, 35.4; HRMS (ESI- TOF) Calcd for C28Hi6F7N203 [M+H] + : 561.1044; found: 561.1048.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 612-55-5, its application will become more common.
Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; YU, Jin-Quan; WO2015/131100; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com