Reaction of Propenylbenzene Derivatives and Their Analogs. I. Reaction of N, N-Dibromobenzenesulfonamide with Propenylbenzene Derivatives

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概要

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• N, N-Dibromobenzenesulfonamide (II) was reacted with propenylbenzene (Ib), p-methoxypropenylbenzene (Ic), m-methoxypropenylbenzene (Id), 3,4-dimethoxypropenylbenzene (Ie), and 4-benzyloxy-3-methoxypropenylbenzene (If), in various molar ratios in dichloromethane. 1-Benzenesulfonamido-2-bromo-1-phenylpropane (IIIb), 1-benzenesulfonamido-2-bromo-1-(4'-methoxyphenyl) propane (IIIc), 3'-bromo-substituted analog of IIIc (IVc), 1-benzenesulfonamido-2-bromo-1-(3'-methoxyphenyl) propane (IIId), 6'-bromo-substituted analog of IIId (IVd), 1-benzenesulfonamido-2-bromo-1-(3', 4'-dimethoxyphenyl) propane (IIIe), 6'-bromo-substituted analog of IIIe (IVe), N-benzenesulfonyl-3,4-dimethoxyaniline (V'e), 6-bromo-substituted analog of V'e (Ve), 1-benzenesulfonamido-2-bromo-1-(4'-benzyloxy-6'-bromo-3'-methoxyphenyl) propane (IVf), and N-benzenesulfonyl-6-bromo-4-benzyloxy-3-methoxyaniline (Vf) were produced as main products, respectively. Formation of the side-chain eliminated compounds (such as V'e, Ve, and Vf) has been found when reacted in a ratio of I : II of less than 1 : 1,starting from 3,4-dialkoxypropenylbenzene, and the sulfonamido group substituted in the position from which the side chain was eliminated.

• 公益社団法人日本薬学会の論文
• 1976-11-25

著者

• 大槻 一夫

  Faculty Of Pharmaceutical Sciences Kinki University

• 安立 妙子

  Faculty Of Pharmaceutical Sciences Kinki University

関連論文

• Reaction of N-Haloamide. XI. Reaction of N, N-Dichlorobenzenesulfonamide and N, N-Dichlorobenzamide with Dihydropyran
• Reaction of N-Haloamide. X. Reaction of N, N-Dichlorobenzamide with Cyclohexene
• Reaction of Propenylbenzene Derivatives and Their Analogs. I. Reaction of N, N-Dibromobenzenesulfonamide with Propenylbenzene Derivatives
• Reaction of N-Haloamide. XXIII. Reaction of N, N-Dibromobenzenesulfonamide with Isosafrole
• Wagner-Meerwein Rearrangement of Allylbenzene Derivatives. I. Bromination of Safrole
• Reaction of N-Haloamide. XXII. Reaction of N, N-Dibromobenzenesulfonamide with Safrole
• Isomerization between trans-2-Benzenesulfonamido-3-bromotetrahydropyran and Its Isomer
• Reaction of N-Halosulfonamide. VI. Reaction of N-Bromobenzenesulfonamides with Dihydropyran. (2)
• Reaction of N-Halosulfonamide. V. Reaction of N, N-Dibromobenzenesulfonamide with Dihydropyran. (1)

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