Literature DB >> 19421309

Synthesis of polysubstituted pyrroles from sulfinimines (N-sulfinyl imines).

Franklin A Davis1, Kerisha A Bowen, He Xu, Venkata Velvadapu.   

Abstract

Polysubstituted 2-carboxylate and 2-phosphonate pyrroles are prepared by aromatization of the corresponding 3-oxo 2-carboxylate and 2-phosphonate NH-pyrrolidines using air. Reaction of electrophiles with 3-oxo pyrrolidine dianions readily introduces substituents, regioselectively at C-4 in these pyrrolidines.

Entities:  

Year:  2008        PMID： 19421309      PMCID： PMC2391011          DOI： 10.1016/j.tet.2008.02.102

Source DB:  PubMed          Journal:  Tetrahedron        ISSN： 0040-4020            Impact factor:   2.457


  31 in total

1.  Pyrrole syntheses by multicomponent coupling reactions.

Authors:  Geneviève Balme
Journal:  Angew Chem Int Ed Engl       Date:  2004-11-26       Impact factor: 15.336

2.  Alkaloid synthesis using chiral delta-amino beta-ketoesters: a stereoselective synthesis of (-)-lasubine II.

Authors:  F A Davis; B Chao
Journal:  Org Lett       Date:  2000-08-24       Impact factor: 6.005

3.  Enyne metathesis-oxidation sequence for the synthesis of 2-phosphono pyrroles: proof of the "yne-then-ene" pathway.

Authors:  Nicolai Dieltiens; Kristof Moonen; Christian V Stevens
Journal:  Chemistry       Date:  2007       Impact factor: 5.236

4.  delta-Amino beta-keto esters, a designed polyfunctionalized chiral building block for alkaloid synthesis. Asymmetric synthesis of (R)-(+)-2-phenylpiperidine and (-)-SS20846A.

Authors:  F A Davis; B Chao; T Fang; J M Szewczyk
Journal:  Org Lett       Date:  2000-04-20       Impact factor: 6.005

5.  Synthesis of 2-alkylidenepyrrolidines and pyrroles by condensation of 1,3-dicarbonyl dianions with alpha-azidoketones and subsequent intramolecular Staudinger-aza-Wittig reaction.

Authors:  Ilia Freifeld; Heydar Shojaei; Peter Langer
Journal:  J Org Chem       Date:  2006-06-23       Impact factor: 4.354

6.  Synthesis of 2-phosphonopyrroles via a one-pot RCM/oxidation sequence.

Authors:  Kristof Moonen; Nicolai Dieltiens; Christian V Stevens
Journal:  J Org Chem       Date:  2006-05-12       Impact factor: 4.354

7.  4-alkoxy- and 4-amino-2,2'-bipyrrole synthesis.

Authors:  Benoit Jolicoeur; William D Lubell
Journal:  Org Lett       Date:  2006-12-21       Impact factor: 6.005

8.  An effective new synthesis of 4-aminopyrrole-2-carboxylates.

Authors:  Félix-Antoine Marcotte; William D Lubell
Journal:  Org Lett       Date:  2002-07-25       Impact factor: 6.005

9.  Asymmetric synthesis of cis-5-tert-butylproline with metal carbenoid NH insertion.

Authors:  Franklin A Davis; Bin Yang; Jianghe Deng
Journal:  J Org Chem       Date:  2003-06-27       Impact factor: 4.354

10.  Asymmetric synthesis of cis-5-substituted pyrrolidine 2-phosphonates using metal carbenoid NH insertion and delta-amino beta-ketophosphonates.

Authors:  Franklin A Davis; Yongzhong Wu; He Xu; Junyi Zhang
Journal:  Org Lett       Date:  2004-11-25       Impact factor: 6.005
View more
  4 in total

1.  Transition metal-free one-pot synthesis of substituted pyrroles by employing aza-Wittig reaction.

Authors:  Chetna Jadala; Budaganaboyina Prasad; A V G Prasanthi; Nagula Shankaraiah; Ahmed Kamal
Journal:  RSC Adv       Date:  2019-09-27       Impact factor: 4.036

2.  Crystal structure of ethyl 2-(2-{1-[N-(4-bromo-phen-yl)-2-oxo-2-phenyl-acetamido]-2-tert-butyl-amino-2-oxo-ethyl}-1H-pyrrol-1-yl)acetate.

Authors:  Tetsuji Moriguchi; Venkataprasad Jalli; Suvratha Krishnamurthy; Akihiko Tsuge; Kenji Yoza
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2015-12-12

Review 3.  Furo[3,2-c]coumarins carrying carbon substituents at C-2 and/or C-3. Isolation, biological activity, synthesis and reaction mechanisms.

Authors:  Iván Cortés; L Javier Cala; Andrea B J Bracca; Teodoro S Kaufman
Journal:  RSC Adv       Date:  2020-09-10       Impact factor: 4.036

4.  Crystal structure of 1-benzyl-4-formyl-1H-pyrrole-3-carb-oxamide.

Authors:  Qi-Di Zhong; Sheng-Quan Hu; Hong Yan
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2016-01-09
  4 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.