CONVENIENT SYNTHESIS OF 2,4-CYCLOHEXADIEN-1-ONES BY REGIOSELECTIVE METHYLTHIOMETHYLATION OF PHENOLS

被引：0

作者：

KATAYAMA, S ^{[1
]}

WATANABE, T ^{[1
]}

YAMAUCHI, M ^{[1
]}

机构：

[1] JOSAI UNIV, FAC PHARMACEUT SCI, SAKADO, SAITAMA 35002, JAPAN

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 1993年 / 41卷 / 03期

关键词：

2,4-CYCLOHEXADIEN-1-ONE; S; S-DIMETHYLSUCCINIMIDOSULFONIUM CHLORIDE; COREY-KIM REAGENT; REGIOSELECTIVE METHYLTHIOMETHYLATION; REGIOSELECTIVITY; REGIOISOMER;

D O I：

暂无

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A convenient synthesis of a variety of 2,4-cyclohexadien-1-ones 3-7 is described. Reaction of various phenols 2 having appropriate substituents with an excess of SS-dimethylsuccinimidosulfonium chloride (Corey-Kim reagent, 1) in the presence of triethylamine proceeded with regioselective methylthiomethylation to give methylthiomethyl, bis(methylthiomethyl), or tris(methylthiomethyl)-2,4-cyclohexadien-1-ones 3-7 in satisfactory yields.

引用

页码：439 / 444

页数：6

共 50 条

[31] A CONVENIENT SYNTHESIS OF DIETHYL 2,4-DIOXOALKYLPHOSPHONATES
FOUQUE, D
ABOUTJAUDET, E
COLLIGNON, N
SAVIGNAC, P
SYNTHETIC COMMUNICATIONS, 1992, 22 (02) : 219 - 228
[32] A CONVENIENT SYNTHESIS OF 2,4-DIAMINOQUINOLINE DERIVATIVES
CAMPBELL, SF
HARDSTONE, JD
PALMER, MJ
TETRAHEDRON LETTERS, 1984, 25 (42) : 4813 - 4816
[33] NEW PHOTOCHEMISTRY OF 2,5-CYCLOHEXADIEN-1-ONES AND RELATED-COMPOUNDS
SCHULTZ, AG
PURE AND APPLIED CHEMISTRY, 1988, 60 (07) : 981 - 988
[34] Intramolecular conjugate addition reactions of amines and carbamates to 2,5-cyclohexadien-1-ones: Stereoselective synthesis of perhydroindoles
Bland, D
Chambournier, G
Dragan, V
Hart, DJ
TETRAHEDRON, 1999, 55 (29) : 8953 - 8966
[35] A convenient synthesis of p-substituted 1-arylsulfonyl-pyrrolidin-2-ones
Zareef, Muhammad
Iqbal, Rashid
Khan, Khalid M.
Zaidi, Javid H.
Zia-Ullah
Arfan, Muhammad
NATURAL PRODUCT RESEARCH, 2009, 23 (05) : 485 - 488
[36] SYNTHESIS AND REACTIONS OF N-(2,4-DICHLORO-6-OXO-2,4-CYCLOHEXADIEN-1-YLIDENE)-4-NITROBENZAMIDE WITH ALKENES
HEINE, HW
BARCHIESI, BJ
WILLIAMS, EA
JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (14): : 2560 - 2565
[37] GAS-PHASE ACIDITIES AND HEATS OF FORMATION OF 2,4-CYCLOHEXADIEN-1-ONE, AND 2,5-CYCLOHEXADIEN-1-ONE, THE KETO TAUTOMERS OF PHENOL
SHINER, CS
VORNDAM, PE
KASS, SR
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (19) : 5699 - 5701
[38] A CONVENIENT SYNTHESIS OF 2-PHENYL-2-THIAZOLIN-5-ONES
SUZUKI, N
IZAWA, Y
ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1981, 13 (05) : 360 - 363
[39] A convenient synthesis of 2-arylamino-2-selenazolin-4-ones
Zhao, HR
Zhang, YH
Yu, QS
CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2002, 22 (08) : 599 - 601
[40] 2-bromo-1-arylethylidenemalononitriles - Convenient reagents for the regioselective synthesis of fused pyridines.
Artyomov, VA
Ivanov, VL
Shestopalov, AM
Litvinov, VP
TETRAHEDRON, 1997, 53 (39) : 13351 - 13360

← 1 2 3 4 5 →