Reagents for Organic Synthesis, Volume 7 by Mary Fieser

By Mary Fieser

Other volumes within the series

Reagents for natural Synthesis, quantity 1

"...well to be able to turning into the reference of selection for everybody thinking about concepts of synthesis in natural chemistry."

"Due to the book’s unparalleled insurance of reagents and their makes use of, the providers part, the well-organized indexes, and the benefit of finding info both within the reagents part or in a single of the indexes, i'd examine this publication a important addition to the library of each university of pharmacy. i'd additionally suggest that graduate scholars gather this invaluable reference ebook for his or her personal own library."
Richard H. Hammer, collage of Florida 1967 1,457 pp.

Reagents for natural Synthesis, quantity 2

"The Fiesers' moment quantity updates, revises, and provides immensely to the content material and price in their first compilation of natural reagents. the necessity for a chain of handbooks reminiscent of the Fiesers have supplied has lengthy been famous, and the authors' virtually conventional organization with, prepared wisdom of, and curiosity within the detailed options of natural chemistry make the studying and research of those works specifically worthwhile."
Journal of the yank Chemical Society, 1969 538 pp.

Reagents for natural Synthesis, quantity 3

"This quantity, in addition to the former ones, is intensely important to an artificial natural chemist. All 3 volumes might be in his library."
American magazine of Pharmaceutical Education, 1972 401 pp.

Reagents for natural Synthesis, quantity 4

"Synthetic chemists have chanced on the 1st 3 volumes of the Fiesers' Reagents for natural Synthesis very necessary and should welcome the recent fourth quantity of this series.... As earlier than, the authors have conscientiously culled the new (1970–1972) literature for functions of natural, inorganic, and organometallic reagents, previous and new, and current them alphabetically in response to reagent.... not just are their purposes in synthesis mentioned, yet worthwhile tricks, with references, relating their education or advertisement providers are given. the artificial chemist will locate this quantity a veritable gold mine of helpful information."
Journal of Organometallic Chemistry, 1974 660 pp.

Reagents for natural Synthesis, quantity 5

"New reagents for natural synthesis play a really vital function within the armentarium of the sensible natural chemist. it really is, consequently, now not amazing that this glorious sequence by way of Mary and Louis Fieser is a bestseller and a "must" for the house library.... The Fiesers have performed it back. an exceptional quantity that may be heartily recommended."
Pharmaceutical Journal, 1975 864 pp.

Reagents for natural Synthesis, quantity 6 1977 765 pp.

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Extra resources for Reagents for Organic Synthesis, Volume 7

Example text

Beeson, N. ; Hershenson, F. M ; Wise, L. ; Downs, D. ; Heffher, T. ; Coughenour, L. ; Pugley, T. A. J. Med. Chem. 1988, 31, 454^161. Hardtmann, G. ; Ott, H. J. Org. Chem. 1974, 39, 3599-3600. Hardtmann, G. ; Pfister, O. ; Gogerty, J. ; Iorio, L. С J. Med. Chem. 1975,18, 447-453. ; Nandy, J. ; Iqbal, J. J. Org. Chem. 2002, 67, 7858-7860. У. Am. Chem. Soc. 1983, 705,4106-4108. Bonini, B. ; Zwanenburg, B. Tetrahedron: Asymmetry 2003, 14, 3321-3327. Banks, M. ; Cadogan, J. I. ; Hodgson, P. K. ; Langridge-Smith, P.

Name Reactions in Heterocyclic Chemistry-II 48 .. M e 0 о Me ^T > yJ — MeOH 0 0 M e Me^0^ Br2 MeO - ^ n M eO 20 HS^Y 0Me n M \J + -У О О 21 MeO _ OMe МеЛ/°ч] Л / N MeO У 22 Bn I C02Me S ^ BnNH2 AcOH M N " Me^/ v \ J M e O ^ s - О C02Me 7 О 23 24 The Clauson-Kaas reaction has also seen some utility in the synthesis of complex heterocycles where the pyrrole is generally installed early and then further functionalized. Plasencia and co-workers have a fine example of this strategy in their reported synthesis of quinoxalinhydrazides (27), which showed some anticancer activity.

31 g (90-94%) of trans-ßmethylstyrene oxide 12. 00 mmol, 10 mol%). 0 M potassium carbonate and 4 χ 10"* M EDTA are added. The reaction mixture is cooled to 0 °C, and 20 mL (200 mmol) of 30% hydrogen peroxide (H2O2) is added. The resulting mixture is vigorously stirred at 0 °C for 6 h, then diluted with 50 mL of hexane. The aqueous phase is separated and extracted with three 200-mL portions of hexane, and the combined organic phases are washed with two 50-mL portions of 1 M aqueous sodium thiosulfate solution and 100 mL of brine, dried over Na2SC>4, filtered, and concentrated by rotary evaporation at 0 °C.

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