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Efficient Conversion of Tertiary Propargylamides into Imidazoles via Hydroamination-Cyclization. / Safrygin, Alexander; Krivosheyeva, Elena; Dar'in, Dmitry; Krasavin, Mikhail.

In: Synthesis (Germany), Vol. 50, No. 15, ss-2018-z0257-op, 01.08.2018, p. 3048-3058.

Research output: Contribution to journal › Article › peer-review

Harvard

Safrygin, A, Krivosheyeva, E, Dar'in, D & Krasavin, M 2018, 'Efficient Conversion of Tertiary Propargylamides into Imidazoles via Hydroamination-Cyclization', Synthesis (Germany), vol. 50, no. 15, ss-2018-z0257-op, pp. 3048-3058. https://doi.org/10.1055/s-0036-1591599

APA

Safrygin, A., Krivosheyeva, E., Dar'in, D., & Krasavin, M. (2018). Efficient Conversion of Tertiary Propargylamides into Imidazoles via Hydroamination-Cyclization. Synthesis (Germany), 50(15), 3048-3058. [ss-2018-z0257-op]. https://doi.org/10.1055/s-0036-1591599

Vancouver

Safrygin A, Krivosheyeva E, Dar'in D, Krasavin M. Efficient Conversion of Tertiary Propargylamides into Imidazoles via Hydroamination-Cyclization. Synthesis (Germany). 2018 Aug 1;50(15):3048-3058. ss-2018-z0257-op. https://doi.org/10.1055/s-0036-1591599

Author

Safrygin, Alexander ; Krivosheyeva, Elena ; Dar'in, Dmitry ; Krasavin, Mikhail. / Efficient Conversion of Tertiary Propargylamides into Imidazoles via Hydroamination-Cyclization. In: Synthesis (Germany). 2018 ; Vol. 50, No. 15. pp. 3048-3058.

BibTeX

@article{5f996162e3e343c3990dc23c86516df5,
title = "Efficient Conversion of Tertiary Propargylamides into Imidazoles via Hydroamination-Cyclization",
abstract = "A method to convert tertiary N -propargylamides into 1,2,4-trisubstituted imidazoles using ammonium chloride and zinc triflate as the catalyst is reported. The method is convenient, practical and employs conventional heating. It is also applicable to N -propargyl lactams and tends to populate the so-called 'lead-like' chemistry space.",
keywords = "cyclodehydration, hydroamination, imidazoles, lead-oriented synthesis, Lewis acid catalysis, N -propargylamides, privileged structures",
author = "Alexander Safrygin and Elena Krivosheyeva and Dmitry Dar'in and Mikhail Krasavin",
year = "2018",
month = aug,
day = "1",
doi = "10.1055/s-0036-1591599",
language = "English",
volume = "50",
pages = "3048--3058",
journal = "Synthesis",
issn = "0039-7881",
publisher = "Georg Thieme Verlag",
number = "15",

}

RIS

TY - JOUR

T1 - Efficient Conversion of Tertiary Propargylamides into Imidazoles via Hydroamination-Cyclization

AU - Safrygin, Alexander

AU - Krivosheyeva, Elena

AU - Dar'in, Dmitry

AU - Krasavin, Mikhail

PY - 2018/8/1

Y1 - 2018/8/1

N2 - A method to convert tertiary N -propargylamides into 1,2,4-trisubstituted imidazoles using ammonium chloride and zinc triflate as the catalyst is reported. The method is convenient, practical and employs conventional heating. It is also applicable to N -propargyl lactams and tends to populate the so-called 'lead-like' chemistry space.

AB - A method to convert tertiary N -propargylamides into 1,2,4-trisubstituted imidazoles using ammonium chloride and zinc triflate as the catalyst is reported. The method is convenient, practical and employs conventional heating. It is also applicable to N -propargyl lactams and tends to populate the so-called 'lead-like' chemistry space.

KW - cyclodehydration

KW - hydroamination

KW - imidazoles

KW - lead-oriented synthesis

KW - Lewis acid catalysis

KW - N -propargylamides

KW - privileged structures

UR - http://www.scopus.com/inward/record.url?scp=85049086219&partnerID=8YFLogxK

UR - http://www.thieme-connect.de/DOI/DOI?10.1055/s-0036-1591599

UR - http://www.mendeley.com/research/efficient-conversion-tertiary-propargylamides-imidazoles-via-hydroaminationcyclization

U2 - 10.1055/s-0036-1591599

DO - 10.1055/s-0036-1591599

M3 - Article

AN - SCOPUS:85049086219

VL - 50

SP - 3048

EP - 3058

JO - Synthesis

JF - Synthesis

SN - 0039-7881

IS - 15

M1 - ss-2018-z0257-op

ER -

ID: 35632071