Prev. Article Next Article Table of Contents

Letter

Nickel-catalyzed Carboannulation Reaction of o-Bromobenzyl Zinc Bromide with Unsaturated Compounds

Your current credentials do not allow retrieval of the full text.

Purchase the full-text

PDF/HTML,
figures/images,
references and tables,
(where available)

Ruixue Deng, Liangdong Sun,* and Zhi Li

Department of Chemistry, School of Science, Tianjin University, Tianjin, 300072, People's Republic of China

Org. Lett., 2007, 9 (25), pp 5207–5210

DOI: 10.1021/ol702167t

Publication Date (Web): November 9, 2007

Section:

Benzene, Its Derivatives, and Condensed Benzenoid Compounds

Abstract

A number of indenes have been prepared in good yields by treating o-bromobenzyl zinc bromide 1 with various terminal and internal alkynes in the presence of a nickel catalyst. The nickel-catalyzed carboannulation reaction was successfully extended to the synthesis of indane derivatives by reaction of 1 with acrylates and styrene.

View: Full Text HTML | Hi-Res PDF | PDF w/ Links

Citing Articles

View all 10 citing articles

Citation data is made available by participants in CrossRef's Cited-by Linking service. For a more comprehensive list of citations to this article, users are encouraged to perform a search in SciFinder.

This article has been cited by 2 ACS Journal articles (2 most recent appear below).

Catalytic Regioselective Synthesis of Structurally Diverse Indene Derivatives from N-Benzylic Sulfonamides and Disubstituted Alkynes
Cong-Rong Liu, Fu-Lai Yang, Yi-Zhou Jin, Xian-Tao Ma, Dao-Juan Cheng, Nan Li and Shi-Kai Tian
Organic Letters2010 12 (17), 3832-3835
- Catalytic Regioselective Synthesis of Structurally Diverse Indene Derivatives from N-Benzylic Sulfonamides and Disubstituted Alkynes
  Cong-Rong Liu, Fu-Lai Yang, Yi-Zhou Jin, Xian-Tao Ma, Dao-Juan Cheng, Nan Li and Shi-Kai Tian
  Organic Letters2010 12 (17), 3832-3835
  An unprecedented protocol has been developed for the regioselective synthesis of structurally diverse indene derivatives from readily accessible N-benzylic sulfonamides and disubstituted alkynes through FeCl3-catalyzed cleavage of sp3 carbon−nitrogen ...
  Abstract | Full Text HTML | Hi-Res PDF | PDF w/ Links
Synthesis of Indene Derivatives via Electrophilic Cyclization
Zulfiqar Ali Khan and Thomas Wirth
Organic Letters2009 11 (1), 229-231
- Synthesis of Indene Derivatives via Electrophilic Cyclization
  Zulfiqar Ali Khan and Thomas Wirth
  Organic Letters2009 11 (1), 229-231
  3-Iodo-1H-indene derivatives are synthesized by iodonium-promoted 5-endo-dig carbocyclization of 2-substituted ethynylmalonates. Various 2-substituted ethynylmalonates bearing aryl-, alkyl- and ether-protected propargyl alcohols were successfully ...
  Abstract | Full Text HTML | Hi-Res PDF | PDF w/ Links