Electric Literature of 7270-63-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 7270-63-5, name is 5-Diazo-2,2-dimethyl-1,3-dioxane-4,6-dione belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
General procedure: To a solution of diazo compound 1 (0.5 mmol) and alkynes (1.1 mmol) in toluene (2 mL) was added rhodium(II) pivalate (0.01 mmol). The reaction mixture was stirred at 60C for 0.5-5 h. The solvent was evaporated in rotary evaporator under reduced pressure to give the residue. The residue was purified by flash column chromatography on silica gel to give the product. 4.2.11. 2,4-Bis(3-chlorophenyl)-6H-furo[2,3-b]pyran-6-one (5j). Reaction of 1 (85 mg, 0.5 mmol) and 3-chloro-1-ethynylbenzene (149 mg, 1.1 mmol) under Rh2(OPiv)4 (6 mg, 0.01 mmol) afforded 5j (71 mg, 40%) as a solid: mp 198-200 C; 1H NMR (300 MHz, CDCl3) delta 7.57-7.56 (2H, m), 7.49-7.45 (4H, m), 7.31-7.19 (2H, m), 6.82 (1H, s), 6.16 (1H, s); 13C NMR (75 MHz, CDCl3) delta 159.1, 158.8, 152.2, 147.3, 136.7, 135.4, 135.1, 130.9, 130.6, 130.4, 130.2, 128.4, 127.5, 125.6, 123.6, 121.7, 105.7, 101.6, 99.4; IR (KBr) 3084, 1748, 1606, 1526, 1261, 1180, 1094, 785 cm-1; HRMS m/z (M+) calcd for C19H10Cl2O3: 356.0007. Found: 356.0007.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-Diazo-2,2-dimethyl-1,3-dioxane-4,6-dione, other downstream synthetic routes, hurry up and to see.
Reference:
Article; Somai Magar, Krishna Bahadur; Lee, Yong Rok; Kim, Sung Hong; Tetrahedron; vol. 69; 44; (2013); p. 9294 – 9302;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics