eprintid: 20452
rev_number: 18
userid: 1418
dir: disk0/00/02/04/52
datestamp: 2014-02-06 23:58:03
lastmod: 2019-01-29 15:55:11
status_changed: 2014-02-06 23:58:03
type: article
metadata_visibility: show
item_issues_count: 0
eprint_status: archive
creators_name: Du, W
creators_name: Curran, DP
creators_email: 
creators_email: curran@pitt.edu
creators_id: 
creators_id: CURRAN
title: Synthesis of carbocyclic and heterocyclic fused quinolines by cascade radical annulations of unsaturated N-aryl thiocarbamates, thioamides, and thioureas
ispublished: pub
divisions: sch_as_chemistry
full_text_status: public
abstract: (Matrix presented) Tandem radical cyclizations of suitably substituted N-aryl thiocarbamates, thioamides, and thioureas are induced by exposure to tris(trimethylsilyl)-silane (TTMSH) and UV light and provide furoquinolines, isofuroquinolines, cyclopentaquinolines, indoloquinolines, and related ring systems. The intermediacy of an α-thioalkylamino radical, which is the synthetic equivalent of an imidoyl radical, is invoked.
date: 2003-05-15
date_type: published
publication: Organic Letters
volume: 5
number: 10
pagerange: 1765 - 1768
refereed: TRUE
issn: 1523-7060
id_number: 10.1021/ol0344319
pmid: 12735772
mesh_headings: Cyclization
mesh_headings: Indicators and Reagents
mesh_headings: Quinolines--chemical synthesis
mesh_headings: Thioamides--chemistry
mesh_headings: Thiocarbamates--chemistry
mesh_headings: Thiourea--chemistry
mesh_headings: Ultraviolet Rays
chemical_names: Indicators and Reagents
chemical_names: Quinolines
chemical_names: Thioamides
chemical_names: Thiocarbamates
chemical_names: Thiourea
citation:   Du, W and Curran, DP  (2003) Synthesis of carbocyclic and heterocyclic fused quinolines by cascade radical annulations of unsaturated N-aryl thiocarbamates, thioamides, and thioureas.  Organic Letters, 5 (10).  1765 - 1768.  ISSN 1523-7060     
document_url: http://d-scholarship-dev.library.pitt.edu/20452/1/licence.txt