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• W2093291830 endingPage "36" @default.
• W2093291830 startingPage "1" @default.
• W2093291830 abstract "Abstract The Reimer–Tiemann reaction owes its name to two young German chemists, Karl Reimer and Ferdinand Tiemann. In 1876 they isolated and identified hydroxyaldehydes as the principal reaction products of phenol and chloroform in alkaline medium. The scope of this reaction was enlarged in 1884 by von Auwers, who discovered the chlorine‐containing cyclohexadienones as by‐products in the formylation of alkylphenols. The ring‐expansion products, namely, chloropyridines, were first noted by Ciamician when he subjected pyrroles to Reimer–Tiemann reaction conditions. Nearly half a century passed before Woodward recognized that the conversion of an alkylphenol to a substituted cyclohexadienone could lead to the synthesis of terpenes and steroids containing an angular methyl group. Although the method failed as a preparatively useful approach to the synthesis of steroids, an A/B trans ‐fused hexahydrophenanthrene was prepared using a Reimer–Tiemann reaction. The reaction was last reviewed some 20 years ago. It is convenient to divide the Reimer–Tiemann reaction into a normal and abnormal transformation depending on the reaction products. A normal Reimer–Tiemann reaction is one in which a phenol (or electron‐rich aromatic such as pyrrole) yields one or more aldehydes on treatment with chloroform and alkali. The abnormal Reimer–Tiemann reaction product can be subdivided further into cyclohexadienones and ring‐expansion products: When ortho ‐ or para ‐substituted phenols are subjected to the Reimer–Tiemann reaction conditions, 2,2‐ or 4,4‐disubstituted cyclohexadienones may be obtained in addition to the normal products. Several alkylphenols, alkylnaphthols, and tetralols have been converted into cyclohexadienones, whereas some alkylpyrroles are converted to pyrrolines in this manner. A variety of five‐membered rings yield ring‐expansion products when subjected to the Reimer–Tiemann reaction conditions. These products are formed in addition to the normal products. In addition to aromatic aldehydes, cyclohexadienones, pyrrolines, and ring‐expansion products, a variety of other products have been noted, isolated, and identified in a few cases. All these by‐products are discussed." @default.
• W2093291830 created "2016-06-24" @default.
• W2093291830 creator A5039218727 @default.
• W2093291830 creator A5084085644 @default.
• W2093291830 date "1982-08-09" @default.
• W2093291830 modified "2023-10-09" @default.
• W2093291830 title "The <scp>R</scp> eimer– <scp>T</scp> iemann Reaction" @default.
• W2093291830 cites W1474396448 @default.
• W2093291830 cites W1511823123 @default.
• W2093291830 cites W1571085032 @default.
• W2093291830 cites W1606835441 @default.
• W2093291830 cites W1607796755 @default.
• W2093291830 cites W1763722045 @default.
• W2093291830 cites W1801283015 @default.
• W2093291830 cites W1933465155 @default.
• W2093291830 cites W1968241770 @default.
• W2093291830 cites W1973347847 @default.
• W2093291830 cites W1975669993 @default.
• W2093291830 cites W1977930006 @default.
• W2093291830 cites W1979484090 @default.
• W2093291830 cites W1980058956 @default.
• W2093291830 cites W1983597245 @default.
• W2093291830 cites W1987649791 @default.
• W2093291830 cites W1988039377 @default.
• W2093291830 cites W1988190026 @default.
• W2093291830 cites W1989159106 @default.
• W2093291830 cites W1993220062 @default.
• W2093291830 cites W1994631388 @default.
• W2093291830 cites W1996396036 @default.
• W2093291830 cites W1998230567 @default.
• W2093291830 cites W1999619610 @default.
• W2093291830 cites W2017541835 @default.
• W2093291830 cites W2021017773 @default.
• W2093291830 cites W2022594990 @default.
• W2093291830 cites W2026591366 @default.
• W2093291830 cites W2031996602 @default.
• W2093291830 cites W2043121156 @default.
• W2093291830 cites W2050552558 @default.
• W2093291830 cites W2053338023 @default.
• W2093291830 cites W2053361842 @default.
• W2093291830 cites W2055322037 @default.
• W2093291830 cites W2055554521 @default.
• W2093291830 cites W2056385211 @default.
• W2093291830 cites W2056777913 @default.
• W2093291830 cites W2056933871 @default.
• W2093291830 cites W2057205690 @default.
• W2093291830 cites W2057309989 @default.
• W2093291830 cites W2058227923 @default.
• W2093291830 cites W2059052879 @default.
• W2093291830 cites W2064208003 @default.
• W2093291830 cites W2065332673 @default.
• W2093291830 cites W2066502741 @default.
• W2093291830 cites W2067482426 @default.
• W2093291830 cites W2069977401 @default.
• W2093291830 cites W2070723969 @default.
• W2093291830 cites W2071158967 @default.
• W2093291830 cites W2081367271 @default.
• W2093291830 cites W2081753624 @default.
• W2093291830 cites W2083397589 @default.
• W2093291830 cites W2085939970 @default.
• W2093291830 cites W2092471375 @default.
• W2093291830 cites W2094920292 @default.
• W2093291830 cites W2102899606 @default.
• W2093291830 cites W2103649057 @default.
• W2093291830 cites W2105881320 @default.
• W2093291830 cites W2109836420 @default.
• W2093291830 cites W2115660263 @default.
• W2093291830 cites W2118696186 @default.
• W2093291830 cites W2130698165 @default.
• W2093291830 cites W2132712678 @default.
• W2093291830 cites W2168177631 @default.
• W2093291830 cites W2312452957 @default.
• W2093291830 cites W2314198919 @default.
• W2093291830 cites W2315055695 @default.
• W2093291830 cites W2316310565 @default.
• W2093291830 cites W2316496992 @default.
• W2093291830 cites W2316599215 @default.
• W2093291830 cites W2316940432 @default.
• W2093291830 cites W2317027442 @default.
• W2093291830 cites W2319051351 @default.
• W2093291830 cites W2319227946 @default.
• W2093291830 cites W2319571623 @default.
• W2093291830 cites W2319968957 @default.
• W2093291830 cites W2320403131 @default.
• W2093291830 cites W2321431793 @default.
• W2093291830 cites W2323444693 @default.
• W2093291830 cites W2323705191 @default.
• W2093291830 cites W2325544518 @default.
• W2093291830 cites W2326523663 @default.
• W2093291830 cites W2326745661 @default.
• W2093291830 cites W2328658435 @default.
• W2093291830 cites W2331296978 @default.
• W2093291830 cites W2332061549 @default.
• W2093291830 cites W2332453220 @default.
• W2093291830 cites W2333334837 @default.
• W2093291830 cites W2333416188 @default.
• W2093291830 cites W2605698519 @default.
• W2093291830 cites W2605845839 @default.

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