Solid-state condensation reactions between aldehydes and 5,5-dimethyl-1,3-cyclohexanedione by grinding at room temperature

Synthetic Communications

Volumn 35, Issue 17, 2005, Pages 2339-2345

  Jin, Tong Shou ^a   Zhang, Jian She ^a   Wang, Ai Qing ^a   Li, Tong Shuang ^a  

^a HEBEI UNIVERSITY   (China)

Author keywords

Aldehydes; Cyclohexanedione; Grinding; Solid state; Synthesis

Indexed keywords

5,5 DIMETHYL 1,3 CYCLOHEXANEDIONE; ALDEHYDE;

ARTICLE; CATALYST; GRINDING; POLYMERIZATION; REACTION ANALYSIS; ROOM TEMPERATURE; SOLID STATE; SYNTHESIS;

EID: 24744437950     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397910500187282     Document Type: Article

References (10)

1. Tanaka, K.; Toda, F. Solvent-free organic synthesis. Chem. Rev. 2000, 100, 1025.
2. (a) Klingensmith, L. M.; Leadbeater, N. E. Ligand-free palladium catalysis of aryl coupling reactions facilitated by grinding. Tetrehedron Lett. 2003, 44, 756;
3. (b) Koshima, H.; Matsushige, D.; Miyauchi, M.; Fujita, J. Solid-state photoreaction in two-component molecular crystals of thienylacetic acids and aza aromatic compounds. Tetrahedron 2000, 56, 6845;
4. (c) Shimo, T.; Uezono, T.; Obata, T.; Yasutake, M.; Shinmyozu, T.; Somekawa, K. X-Ray and MO analysis of highly stereoselective solid-state photocycloadditions of 2-pyrones with maleimide. Tetrahedron 2002, 58, 6111;
5. (d) Ren, Z. J.; Cao, W. G.; Tong, W. Q. The Kenoevenagel condensation reaction of aromatic aldehydes with malononitrile by grinding in the absence of solvents and catalysts. Synth. Commun. 2002, 32, 3475.
6. (a) Horning, E. C.; Horing, M. G. Methone derivatives of aldehydes. J. Org. Chem. 1946, 11, 95;
7. (b) Nagarajan, K.; Shenony, S. J. Chemistry of dimethone-structures of aldehyde-dimethone adducts. Indian J. Chem. 1992, 31B, 73;
8. (c) Tu, S. J.; Gao, Y.; Liu, X. H.; Tang, S. F.; Qiu, X. J. Microwave-induced reaction of aromatic aldehyde with 5,5-dimethyl-1,3- cyclohexandione in solid or liquid phase. Chin. J. Org. Chem. 2001, 21, 1164;
9. (d) Tu, S. J.; Zhou, J. F.; Lu, Z. S.; Deng, X.; Shi, D. Q.; Wang, S. H. Condensation of aromatic aldehydes with 5,5-dimethyl-1,3-hexandione without catalyst. Synth. Commun. 2002, 32, 3063;
10. (e) Jin, T, S.; Zhang, J. S.; Xiao, J. C.; Wang, A. Q.; Li, T, S. Clean synthesis of 1,8-dioxo-octahydroxanthene derivatives catalyzed by p-dodecylbenzenesulfonic acid in aqueous media. Synlett 2004, 866.