The Chemistry of α-Oxo Ketene Cyclic Dithioacetals(ⅩⅤ)──Studies on the Substitution-Cycloaromathation Reaction of Adducts from β,β-1,3-Propylene-Dithio-α,β-Unsaturated Arylketones with Methallyl Grignard Reagent

Chem. J. Chinese Universities ›› 1994, Vol. 15 ›› Issue (5): 697.

• Articles • Previous Articles Next Articles

The Chemistry of α-Oxo Ketene Cyclic Dithioacetals(ⅩⅤ)──Studies on the Substitution-Cycloaromathation Reaction of Adducts from β,β-1,3-Propylene-Dithio-α,β-Unsaturated Arylketones with Methallyl Grignard Reagent

YANG Zhi-Yun, WANG Zi-Ling, LIU Qun, HU Yu-Lan

Dept.of Chem.Northeast Normal Univ., Changchun, 130024

Received:1993-05-08 Revised:1993-08-08 Online:1994-05-24 Published:1994-05-24

Abstract

Abstract: The addition of the title compounds 1 with methallyl Grignard reagent yielded the carbinols(2).Catalyzed by BF₃·Et₂O,the carbinols 2 can be converted to aromatic ether 3when the reaction was performed in lower alcohols which were used as the nucleophile.The conversion from 2 to 3 can be regarded as a substitution-cycloaromatization reaction in mechanism and proved to be a facile approach to the synthesis of this kind of compound(3).

Key words: β,β-1,3-Propylenedithio-α,β-unsaturated arylketones, Methallyl grignard reagent, Adducts, Substitution-cycloaromatization

TrendMD:

YANG Zhi-Yun, WANG Zi-Ling, LIU Qun, HU Yu-Lan. The Chemistry of α-Oxo Ketene Cyclic Dithioacetals(ⅩⅤ)──Studies on the Substitution-Cycloaromathation Reaction of Adducts from β,β-1,3-Propylene-Dithio-α,β-Unsaturated Arylketones with Methallyl Grignard Reagent[J]. Chem. J. Chinese Universities, 1994, 15(5): 697.

[1]	SUN Tao, JIN Ya-Xu, CHEN Wan-Xi, ZHANG Xin-Xin, CHEN Wei-Xiang, XU Zhu-De . Studies on Superoxide Radical Scavenging Activity of Water-soluble β-Alanine C₆₀ Adducts and It′s Effect on the Growth of Mouse Thymus Cell [J]. Chem. J. Chinese Universities, 2002, 23(8): 1598.
[2]	JlAo Xiang-Dong, DUAN Xin-Hua, HUANG Jin-Wang, JI Liang-Nian. Low-temperature EPR Studies on Axial Ligand-adducts of Imidazolyl Tailed Porphyrin Iron(Ⅲ) Complex [J]. Chem. J. Chinese Universities, 1997, 18(3): 333.
[3]	LIU Qun, ZHAO Hong-Wu, YANG Zhi-Yun, XU Bai-Ling. The Chemistry of α-Oxo Ketene Cyclic Dithioacetals (XXV)──Synthesis of Hydroxyethyl Arylthio Ethers via Substitution-Cycloaromatization Reaction [J]. Chem. J. Chinese Universities, 1996, 17(1): 73.
[4]	LIU Qun, XU Bai-Ling, YANG Zhi-Yun, ZHAO Hong-Wu . The Chemistry of α-Oxo Ketene Cyclic Dithioacetals(XXII)--Substitution Cycloaromatization Reaction of α-Oxoketene Dithioacetals with Methallyl Grignard Reagent Using Mercaptan as the Nucleophiles [J]. Chem. J. Chinese Universities, 1995, 16(7): 1047.
[5]	WANG Ai-Min, ZHU Jing, GU Yi-Dong. Synthesis of Adducts Between Alkaline Earth Dodecatungstophosphates with DMF and EtOH and Determination of the Heats of Addition Reaction [J]. Chem. J. Chinese Universities, 1992, 13(10): 1193.

The Chemistry of α-Oxo Ketene Cyclic Dithioacetals(ⅩⅤ)──Studies on the Substitution-Cycloaromathation Reaction of Adducts from β,β-1,3-Propylene-Dithio-α,β-Unsaturated Arylketones with Methallyl Grignard Reagent

PDF (PC)

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 5

Recommended Articles

Metrics

Comments