Literature DB >> 16018642

Novel phosphorus radical-based routes to horsfiline.

John A Murphy1, Régis Tripoli, Tanweer A Khan, Umesh W Mali.   

Abstract

[reaction: see text]. Radicals derived from the phosphorus reagents, ethylpiperidine hypophosphite (EPHP) and diethylphosphine oxide (DEPO), are used in two related approaches to synthesis of the alkaloid horsfiline (1). In particular, DEPO proves beneficial for effecting cyclizations at 80 degrees C that are difficult or impossible with Bu(3)SnH.

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Year:  2005        PMID： 16018642     DOI： 10.1021/ol051095i

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  7 in total

1.  Rh(II)2-catalyzed synthesis of α-, β-, or δ-carbolines from aryl azides.

Authors:  Ashley L Pumphrey; Huijun Dong; Tom G Driver
Journal:  Angew Chem Int Ed Engl       Date:  2012-04-26       Impact factor: 15.336

2.  Palladium asymmetric allylic alkylation of prochiral nucleophiles: horsfiline.

Authors:  Barry M Trost; Megan K Brennan
Journal:  Org Lett       Date:  2006-05-11       Impact factor: 6.005

3.  Tin-free enantioselective radical reactions using silanes.

Authors:  Mukund P Sibi; Yong-Hua Yang; Sunggi Lee
Journal:  Org Lett       Date:  2008-12-04       Impact factor: 6.005

4.  Total synthesis of (±)-coerulescine and (±)-horsfiline.

Authors:  Mukund G Kulkarni; Attrimuni P Dhondge; Sanjay W Chavhan; Ajit S Borhade; Yunnus B Shaikh; Deekshaputra R Birhade; Mayur P Desai; Nagorao R Dhatrak
Journal:  Beilstein J Org Chem       Date:  2010-09-27       Impact factor: 2.883

5.  Crystal structure of 1-ethyl-5-iodo-indolin-2-one.

Authors:  Man Zhang; Yu-Xiang Shen; Qi Fang; Lei Wang; Da-Zhi Li
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2015-05-28

6.  Synthesis of 2-oxindoles via 'transition-metal-free' intramolecular dehydrogenative coupling (IDC) of sp(2) C-H and sp(3) C-H bonds.

Authors:  Nivesh Kumar; Santanu Ghosh; Subhajit Bhunia; Alakesh Bisai
Journal:  Beilstein J Org Chem       Date:  2016-06-08       Impact factor: 2.883

7.  Fates of imine intermediates in radical cyclizations of N-sulfonylindoles and ene-sulfonamides.

Authors:  Hanmo Zhang; E Ben Hay; Stephen J Geib; Dennis P Curran
Journal:  Beilstein J Org Chem       Date:  2015-09-17       Impact factor: 2.883
  7 in total

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