Literature DB >> 27101227

Solvent-promoted catalyst-free N-formylation of amines using carbon dioxide under ambient conditions.

Hui Lv1, Qi Xing2, Chengtao Yue2, Ziqiang Lei3, Fuwei Li2.   

Abstract

An unprecedented catalyst-free formylation of amines using CO2 and hydrosilanes was developed. The solvent plays a vital role in promoting the interaction of amines with hydrosilanes and subsequent CO2 insertion, thus facilitating the simultaneous activation of N-H and Si-H bonds. Based on relevant mechanistic studies, a plausible mechanism involving a silyl carbamate intermediate is proposed.

Entities:  

Year:  2016        PMID： 27101227     DOI： 10.1039/c6cc01234e

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  9 in total

1.  N-formylation and N-methylation of amines using metal-free N-heterocyclic carbene catalysts and CO2 as carbon source.

Authors:  Felix D Bobbink; Shoubhik Das; Paul J Dyson
Journal:  Nat Protoc       Date:  2017-01-26       Impact factor: 13.491

2.  Formylation or methylation: what determines the chemoselectivity of the reaction of amine, CO2, and hydrosilane catalyzed by 1,3,2-diazaphospholene?

Authors:  Yu Lu; Zhong-Hua Gao; Xiang-Yu Chen; Jiandong Guo; Zheyuan Liu; Yanfeng Dang; Song Ye; Zhi-Xiang Wang
Journal:  Chem Sci       Date:  2017-09-11       Impact factor: 9.825

3.  Controlling the Product Platform of Carbon Dioxide Reduction: Adaptive Catalytic Hydrosilylation of CO2 Using a Molecular Cobalt(II) Triazine Complex.

Authors:  Hanna H Cramer; Basujit Chatterjee; Thomas Weyhermüller; Christophe Werlé; Walter Leitner
Journal:  Angew Chem Int Ed Engl       Date:  2020-06-02       Impact factor: 15.336

4.  A Facile Direct Route to N-(Un)substituted Lactams by Cycloamination of Oxocarboxylic Acids without External Hydrogen.

Authors:  Hu Li; Hongguo Wu; Heng Zhang; Yaqiong Su; Song Yang; Emiel J M Hensen
Journal:  ChemSusChem       Date:  2019-07-17       Impact factor: 8.928

Review 5.  Recent advances in liquid hydrosilane-mediated catalytic N-formylation of amines with CO2.

Authors:  Zhengyi Li; Zhaozhuo Yu; Xiaoxiang Luo; Chuanhui Li; Hongguo Wu; Wenfeng Zhao; Hu Li; Song Yang
Journal:  RSC Adv       Date:  2020-09-14       Impact factor: 4.036

6.  Catalyst-free reductive cyclization of bis(2-aminophenyl) disulfide with CO2 in the presence of BH3NH3 to synthesize 2-unsubstituted benzothiazole derivatives.

Authors:  Xiao Li; Zhenbao Liu; Hailong Hong; Limin Han; Ning Zhu
Journal:  RSC Adv       Date:  2022-06-20       Impact factor: 4.036

Review 7.  From CO2 activation to catalytic reduction: a metal-free approach.

Authors:  Sreejyothi P; Swadhin K Mandal
Journal:  Chem Sci       Date:  2020-08-20       Impact factor: 9.825

8.  Fully-automated radiosynthesis of the amyloid tracer [11C] PiB via direct [11C]CO2 fixation-reduction.

Authors:  Pablo Buccino; Eduardo Savio; Williams Porcal
Journal:  EJNMMI Radiopharm Chem       Date:  2019-07-16

9.  Selective synthesis of formamides, 1,2-bis(N-heterocyclic)ethanes and methylamines from cyclic amines and CO2/H2 catalyzed by an ionic liquid-Pd/C system.

Authors:  Ruipeng Li; Yanfei Zhao; Huan Wang; Junfeng Xiang; Yunyan Wu; Bo Yu; Buxing Han; Zhimin Liu
Journal:  Chem Sci       Date:  2019-09-03       Impact factor: 9.825
  9 in total

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