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Iron-facilitated direct oxidative C-H transformation of allylarenes or alkenes to alkenyl nitriles.
J Am Chem Soc. 2010 Nov 17; 132(45):15893-5.JA

Abstract

This paper describes the first direct approach to alkenyl nitriles from allylarenes or alkenes facilitated by an inexpensive homogeneous iron catalyst. Three C-H bond cleavages occur under the mild conditions during this process. Mechanistic studies indicate that the cleavage of the allyl C(sp(3))-H bond is involved in the rate-determining step. This observation may provide an opportunity to achieve C(sp(3))-H functionalization catalyzed by an iron catalyst.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Qin C
State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Road 38, Beijing 100191, China.
Jiao N
No affiliation info available

MeSH

AlkenesCarbonCatalysisHydrogenIronNitrilesOxidation-Reduction

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

20977218

Citation

Qin, Chong, and Ning Jiao. "Iron-facilitated Direct Oxidative C-H Transformation of Allylarenes or Alkenes to Alkenyl Nitriles." Journal of the American Chemical Society, vol. 132, no. 45, 2010, pp. 15893-5.
Qin C, Jiao N. Iron-facilitated direct oxidative C-H transformation of allylarenes or alkenes to alkenyl nitriles. J Am Chem Soc. 2010;132(45):15893-5.
Qin, C., & Jiao, N. (2010). Iron-facilitated direct oxidative C-H transformation of allylarenes or alkenes to alkenyl nitriles. Journal of the American Chemical Society, 132(45), 15893-5. https://doi.org/10.1021/ja1070202
Qin C, Jiao N. Iron-facilitated Direct Oxidative C-H Transformation of Allylarenes or Alkenes to Alkenyl Nitriles. J Am Chem Soc. 2010 Nov 17;132(45):15893-5. PubMed PMID: 20977218.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Iron-facilitated direct oxidative C-H transformation of allylarenes or alkenes to alkenyl nitriles. AU - Qin,Chong, AU - Jiao,Ning, Y1 - 2010/10/26/ PY - 2010/10/28/entrez PY - 2010/10/28/pubmed PY - 2011/3/5/medline SP - 15893 EP - 5 JF - Journal of the American Chemical Society JO - J Am Chem Soc VL - 132 IS - 45 N2 - This paper describes the first direct approach to alkenyl nitriles from allylarenes or alkenes facilitated by an inexpensive homogeneous iron catalyst. Three C-H bond cleavages occur under the mild conditions during this process. Mechanistic studies indicate that the cleavage of the allyl C(sp(3))-H bond is involved in the rate-determining step. This observation may provide an opportunity to achieve C(sp(3))-H functionalization catalyzed by an iron catalyst. SN - 1520-5126 UR - https://www.unboundmedicine.com/medline/citation/20977218/Iron_facilitated_direct_oxidative_C_H_transformation_of_allylarenes_or_alkenes_to_alkenyl_nitriles_ DB - PRIME DP - Unbound Medicine ER -