Literature DB >> 15105918

Synthesis of benzo-fused lactams and lactones via Ru(II)-catalyzed cycloaddition of amide- and ester-tethered alpha,omega-diynes with terminal alkynes: electronic directing effect of internal conjugated carbonyl group.

Yoshihiko Yamamoto1, Keisuke Kinpara, Tomoaki Saigoku, Hisao Nishiyama, Kenji Itoh.   

Abstract

In the presence of a catalytic amount of Cp*RuCl(cod), 1,6- and 1,7-diynes connected by an amide or an ester tether underwent cycloaddition with terminal alkynes at room temperature to give rise to cycloadducts in 40-93% yields with 63 : 37-83 : 17 regioisomer ratios.

Entities:  

Year:  2004        PMID: 15105918     DOI: 10.1039/b402649g

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  4 in total

1.  An unusual reactivity of BBr(3): Accessing tetrahydroisoquinoline units from N-phenethylimides.

Authors:  Jayaraman Selvakumar; Alexandros Makriyannis; Chinnasamy Ramaraj Ramanathan
Journal:  Org Biomol Chem       Date:  2010-07-21       Impact factor: 3.876

Review 2.  Ruthenium-Catalyzed Cycloadditions to Form Five-, Six-, and Seven-Membered Rings.

Authors:  Rosalie S Doerksen; Tomáš Hodík; Guanyu Hu; Nancy O Huynh; William G Shuler; Michael J Krische
Journal:  Chem Rev       Date:  2021-02-12       Impact factor: 60.622

3.  Highly Regioselective Synthesis of Substituted Isoindolinones via Ruthenium-Catalyzed Alkyne Cyclotrimerizations.

Authors:  Robert W Foster; Christopher J Tame; Helen C Hailes; Tom D Sheppard
Journal:  Adv Synth Catal       Date:  2013-08-12       Impact factor: 5.837

4.  Benzene construction via Pd-catalyzed cyclization of 2,7-alkadiynylic carbonates in the presence of alkynes.

Authors:  Yuchen Zhang; Wangteng Wu; Chunling Fu; Xin Huang; Shengming Ma
Journal:  Chem Sci       Date:  2018-12-19       Impact factor: 9.825

  4 in total

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