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The reactions of 2-(2-indolyl)ethyl tosylates with bases, a novel ring enlargement reaction of indole ring

โœ Scribed by Takeo Sakan; Senkichi Matsubara; Hidetoshi Takagi; Yasuhiro Tokunaga; Toshio Miwa

Publisher
Elsevier Science
Year
1968
Tongue
French
Weight
235 KB
Volume
9
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

The chemistry of tryptophyl tosylates has been investigated in connection with the synthetic studies of the indole alkaloids (1). However, the reaction of 2-(2indolyl)ethyl tosylates has not yet been studied. This paper dears with the reactions of these tosylates with the conjugate bases of ethyl cyano-and acetoacetates.

Ethyl 2-indolylacetate has been synthesized by Giuliano and Stein (2) and by Schindler (3).

Ethyl esters of unsubstituted, 5-methoxy-, and 7-methoxy-2-indolyl-

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โœ L. NECHEV; A. DOBREV; I. IVANOV; T. CHOLAKOVA ๐Ÿ“‚ Article ๐Ÿ“… 2010 ๐Ÿ› John Wiley and Sons โš– 27 KB ๐Ÿ‘ 2 views

The Reaction of Ethyl 2-Chloroacetoacetate with 2-(Alkylamino) Alcohols: An Unexpected Formation of the 2-Methyloxazolidine Ring. -The title reaction leads to unexpected oxazolidines, e.g. (III), rather than to the expected aza analogues of carboxin. -(NECHEV, L.;