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Eine einfache Synthese für 2-Aminomethyl-indene. 11. Mitteilung über metallorganische Reaktionen and Folgeprodukte by Adrian Marxer is a Chemistry article available to read on EtoBox.
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## Abstract To obtain the title compounds 1‐aminomethyl‐substituted α‐vinyl‐benzyl alcohols of type **13** are treated with concentrated sulfuric acid in acetic or propionic acid containing small amounts of their anhydrides to give aminomethyl ‐ indenes in excellent yield. Depending on the benzyl alcohols used, the new indenes are substituted at C(2) by an aminomethyl group, and at C(3) by various substituents, examples of which are given in __Table 3__, according to R in the benzyl alcohols of __Table 1.__ To obtain a ring closure, the benzyl alcohol **13** must at least contain one free ortho position. The starting benzyl alcohols are easily obtainable by __Grignard__ reaction, __e.g.__ from 2‐bromo‐3‐(dimethylamino)‐l‐propen, originally detected by Normant __et al.__ [7], and various ketones. If a tricyclic ketone is used, benzyl alcohols of types **19, 20** and **21** (__Table 2__) are obtained in excellent yields. From these, ring closures lead to tetracyclic compounds of types **22, 23** and **24** (__Table 4__) but in lower yields (13‐42%).
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- Author
- Adrian Marxer
- Publisher
- John Wiley and Sons; Wiley (John Wiley & Sons); Wiley-Blackwell; Wiley (ISSN 0018-019X)
- Published
- 1982
- Language
- DE
- Field
- Chemistry (Physical Sciences)