Advances in Nitrogen Heterocycles, Volume 3 by Moody C.J.

By Moody C.J.

This quantity features a diversity of subject matters resembling the activation and manipulation of pyrroles, the synthesis of annelated pyrroles utilizing acylation reactions and the synthesis of kainoids, a kinfolk of hugely biologically energetic nitrogen heterocycles.

Show description

Read Online or Download Advances in Nitrogen Heterocycles, Volume 3 PDF

Best chemistry books

Green Solvents I: Properties and Applications in Chemistry

The normal solvents utilized in chemical, pharmaceutical, biomedical and separation methods characterize a good problem to eco-friendly chemistry due to their toxicity and flammability. because the starting of “the 12 ideas of eco-friendly Chemistry” in 1998, a normal attempt has been made to interchange traditional solvents with environmentally benign substitutes.

Chemistry and Brain Development: Proceedings of the Advanced Study Institute on “Chemistry of Brain Development,” held in Milan, Italy, September 9–19, 1970

J. Folch-Pi Director of clinical learn, McLean clinic, Belmont, Mass. , U. S. A. the advance of the valuable frightened method is almost certainly the main major point of the expansion of a mammal from embryo to maturity. The principal worried approach is clearly the most repository not just of the species' inherited practical features but additionally of the method of individuation.

Extra resources for Advances in Nitrogen Heterocycles, Volume 3

Sample text

Ionization of Pyrrole-3-triflates . . . . . . . . C~ D. Pyrrolo[ 1,2-a]indoles . . . . . . . . . . . E. 7-Aminoaziridinomitosenes . . . . . . . . . Acknowledgments .......................... Reference and Notes . . . . . . . . . . . . . 83. Copyright 9 1998 by JAI Press Inc. All rights of reproduction in any form reserved. ISBN: 0-7623-0209-7 45 ...... 46 46 46 47 49 49 60 63 67 71 77 77 46 ERIC D. EDSTROM I. INTRODUCTION The efficient and regioselective synthesis of substituted pyrrole tings continues to be an important goal in organic synthesis.

As a result, the population of the 3,4-1q2 form is increased relative Osmium Activation of Pyrroles 27 to that for the unsubstituted pyrrole complex (20) to the point that cycloaddition becomes the dominant pathway, even for dipolarophiles as mild as methyl acrylate or acrylonitrile. 12,~4 To the extent that the enolate resulting from conjugate addition at the 13-carbon can be stabilized, the rate of this reaction pathway is enhanced. For example, 13-Michael additions are observed for MVK, acrolein, and acetylenic electrophiles even without the presence of a Lewis acid.

7 The further utility and extension of this acylative method for pyrrole synthesis had not been developed at the time our efforts commenced. ~R ~ I OH3 0 0 ~-N I CH3 R (3) 0 (4) B. General Scheme for Acylative Pyrrole Annulation In 1990 we initially became interested in the possibility of utilizing the acylative version of the Knorr pyrrole synthesis for the construction of pyrrolo[2,3-d]pyrimidines. Over the past 7 years this notion has been 48 ERIC D. E D S T R O M expanded into a useful strategy for the construction of several pyrroleannulated heterocyclic systems including pyrrolo[2,3-d]pyrimidines, 8a'g pyrrolo[ 1,2-c]pyridines, 8r imidazo[ 1,2-c]pyrimidin-3-ones, 8b 3,4-disubstituted indoles, 8f indole-4,7-quinones, and pyrrolo[1,2-a]indoles.

Download PDF sample

Rated 4.38 of 5 – based on 29 votes