Synthesis of 1,1-Diboron Alkanes via Diborylation of Unactivated Primary C(sp3)-H Bonds Enabled by AsPh3/Iridium Catalysis

Wenqi Liu; Zhenlu Shen; Senmiao Xu

doi:10.6023/cjoc202111032

Synthesis of 1,1-Diboron Alkanes via Diborylation of Unactivated Primary C(sp³)-H Bonds Enabled by AsPh₃/Iridium Catalysis

Wenqi Liu, Zhenlu Shen^*, Senmiao Xu^*

^*Corresponding author for this work

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

6 Scopus citations

Abstract

The AsPh₃/iridium catalyzed diborylation of unactivated primary C(sp³)-H bonds using pyrazoles as directing groups was disclosed. This method could tolerate a variety of functional groups, affording a vast array of 1,1-diboron alkanes in moderate to good yields. The synthetic utility of the current method on a gram-scale reaction for further functionalization was also demonstrated.

Translated title of the contribution	三苯基砷/铱催化的非活化一级碳氢键的双硼化反应合成1,1-偕二硼烷
Original language	English
Pages (from-to)	1101-1110
Number of pages	10
Journal	Chinese Journal of Organic Chemistry
Volume	42
Issue number	4
DOIs	https://doi.org/10.6023/cjoc202111032
State	Published - Apr 2022
Externally published	Yes

Keywords

C-H borylation
Iridium
Organoboron
Synthetic methods

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title = "Synthesis of 1,1-Diboron Alkanes via Diborylation of Unactivated Primary C(sp3)-H Bonds Enabled by AsPh3/Iridium Catalysis",

abstract = "The AsPh3/iridium catalyzed diborylation of unactivated primary C(sp3)-H bonds using pyrazoles as directing groups was disclosed. This method could tolerate a variety of functional groups, affording a vast array of 1,1-diboron alkanes in moderate to good yields. The synthetic utility of the current method on a gram-scale reaction for further functionalization was also demonstrated.",

keywords = "C-H borylation, Iridium, Organoboron, Synthetic methods",

author = "Wenqi Liu and Zhenlu Shen and Senmiao Xu",

note = "Publisher Copyright: {\textcopyright} 2022 Chinese Chemical Society \& SIOC, CAS.",

year = "2022",

month = apr,

doi = "10.6023/cjoc202111032",

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journal = "Chinese Journal of Organic Chemistry",

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T1 - Synthesis of 1,1-Diboron Alkanes via Diborylation of Unactivated Primary C(sp3)-H Bonds Enabled by AsPh3/Iridium Catalysis

AU - Liu, Wenqi

AU - Shen, Zhenlu

AU - Xu, Senmiao

PY - 2022/4

Y1 - 2022/4

N2 - The AsPh3/iridium catalyzed diborylation of unactivated primary C(sp3)-H bonds using pyrazoles as directing groups was disclosed. This method could tolerate a variety of functional groups, affording a vast array of 1,1-diboron alkanes in moderate to good yields. The synthetic utility of the current method on a gram-scale reaction for further functionalization was also demonstrated.

AB - The AsPh3/iridium catalyzed diborylation of unactivated primary C(sp3)-H bonds using pyrazoles as directing groups was disclosed. This method could tolerate a variety of functional groups, affording a vast array of 1,1-diboron alkanes in moderate to good yields. The synthetic utility of the current method on a gram-scale reaction for further functionalization was also demonstrated.

KW - C-H borylation

KW - Iridium

KW - Organoboron

KW - Synthetic methods

UR - https://www.scopus.com/pages/publications/85130463261

U2 - 10.6023/cjoc202111032

DO - 10.6023/cjoc202111032

M3 - 文章

AN - SCOPUS:85130463261

SN - 0253-2786

VL - 42

SP - 1101

EP - 1110

JO - Chinese Journal of Organic Chemistry

JF - Chinese Journal of Organic Chemistry

IS - 4

ER -

Synthesis of 1,1-Diboron Alkanes via Diborylation of Unactivated Primary C(sp³)-H Bonds Enabled by AsPh₃/Iridium Catalysis

Abstract

Keywords

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