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Spengler Cyclization (spengler + cyclization)

Distribution by Scientific Domains
Chemistry100%

Selected Abstracts

Application of 7- endo - trig Pictet,Spengler Cyclization to the Formation of the Benzazepine Ring: Synthesis of Benzazepinoindoles,

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 9 2009
Sudhir K. Sharma
Abstract The preparation of benzazepinoindoles, fused heterocycles with a benzazepine moiety, was accomplished through an intramolecular 7- endo - trig Pictet,Spengler cyclization. The precursors comprising C-3- or C-2-linked o -aminobenzylindoles required for the cyclization were obtained either by treating indoles with o -nitrobenzyl bromide followed by reduction of the nitro group or by treating 2-nitrophenylacetic acid with DCC/DMAP followed by reduction of the aryl nitro functionality. Resulting substrates 5 and 6 were then subjected to the 7- endo - trig Pictet,Spengler reaction with a variety of aldehydes and ketones to furnish new polycyclic structures benzazepinoindoles. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009) [source]

Silicon-Directed Oxa-Pictet,Spengler Cyclization and an Unusual Dimerization of 2-Trimethylsilanyl Tryptophols.

CHEMINFORM, Issue 39 2005
Xuqing Zhang
Abstract For Abstract see ChemInform Abstract in Full Text. [source]

A Fast Assembly of Pentacyclic Benz[f]indolo[2,3-a]quinolizidine Core by Tandem Intermolecular Formal Aza-[3 + 3] Cycloaddition/Pictet,Spengler Cyclization: A Formal Synthesis of (.+-.)-Tangutorine (I).

CHEMINFORM, Issue 46 2004
Shengjun Luo
No abstract is available for this article. [source]

ChemInform Abstract: Elaboration of 1-Benzoyltetrahydroisoquinoline Derivatives Employing a Pictet,Spengler Cyclization with ,-Chloro-,-phenylthioketones.

CHEMINFORM, Issue 11 2002
Synthesis of O-Methylvelucryptine (XI).
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]

ChemInform Abstract: Preparation of Hexahydrobenzo[f]isoquinolines Using a Vinylogous Pictet,Spengler Cyclization.

CHEMINFORM, Issue 14 2001
Richard R. Cesati III
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]

Application of 7- endo - trig Pictet,Spengler Cyclization to the Formation of the Benzazepine Ring: Synthesis of Benzazepinoindoles,

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 9 2009
Sudhir K. Sharma
Abstract The preparation of benzazepinoindoles, fused heterocycles with a benzazepine moiety, was accomplished through an intramolecular 7- endo - trig Pictet,Spengler cyclization. The precursors comprising C-3- or C-2-linked o -aminobenzylindoles required for the cyclization were obtained either by treating indoles with o -nitrobenzyl bromide followed by reduction of the nitro group or by treating 2-nitrophenylacetic acid with DCC/DMAP followed by reduction of the aryl nitro functionality. Resulting substrates 5 and 6 were then subjected to the 7- endo - trig Pictet,Spengler reaction with a variety of aldehydes and ketones to furnish new polycyclic structures benzazepinoindoles. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009) [source]

Synthesis of C-14-labeled novel IKK inhibitor: 2-[14C]- N -(6-chloro-9H-pyrido [3,4-b]indol-8-yl)-3-pyridinecarboxamide

JOURNAL OF LABELLED COMPOUNDS AND RADIOPHARMACEUTICALS, Issue 5 2005
Yuexian Li
Abstract 2-[14C]- N -(6-Chloro-9H-pyrido [3,4-b]indol-8-yl)-3-pyridinecarboxamide (9A, also referred to as [14C]-PS-1145) was synthesized from [14C]-paraformaldehyde in five steps in an overall radiochemical yield of 15%. The key intermediate 1-[14C]-6-chloro-1,2,3,4-tetrahydro- , -carboline was obtained by Pictet,Spengler cyclization of chlorotryptamine with [14C]-paraformaldehyde. Similar reactions were conducted with tryptamine to address the generality of the methodology. Copyright © 2005 John Wiley & Sons, Ltd. [source]