Benzothiazole-Directed Enantioselective Borylation of Secondary Benzylic C-H Bonds Using Iridium Catalysis

Liang Jun Xie; Lili Chen; Senmiao Xu

doi:10.1055/a-2335-8677

Benzothiazole-Directed Enantioselective Borylation of Secondary Benzylic C-H Bonds Using Iridium Catalysis

Liang Jun Xie
, Lili Chen^*
, Senmiao Xu^*

^*Corresponding author for this work

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

4 Scopus citations

Abstract

Reported here is the iridium-catalyzed regio- and enantio selective secondary benzylic C-H borylation using benzothiazole as the directing group. Various monosubstituted 2-arylalkylbenzo[ d ]thiazole were well-tolerated, affording the corresponding products in moderate to good yields with good enantioselectivity. The C-B bond in one boryl ated product could undergo stereospecific transformations to form a series of C-C and C-heteroatom bonds.

Original language	English
Pages (from-to)	2638-2647
Number of pages	10
Journal	Synthesis (Germany)
Volume	56
Issue number	17
DOIs	https://doi.org/10.1055/a-2335-8677
State	Published - 3 Sep 2024
Externally published	Yes

Keywords

C-H activation
asymmetric catalysis
borylation
chiral bidentate boryl ligands
synthetic methods

Access to Document

10.1055/a-2335-8677

Cite this

@article{ed011265d49646a08c479842e9957f04,

title = "Benzothiazole-Directed Enantioselective Borylation of Secondary Benzylic C-H Bonds Using Iridium Catalysis",

abstract = "Reported here is the iridium-catalyzed regio- and enantio selective secondary benzylic C-H borylation using benzothiazole as the directing group. Various monosubstituted 2-arylalkylbenzo[ d ]thiazole were well-tolerated, affording the corresponding products in moderate to good yields with good enantioselectivity. The C-B bond in one boryl ated product could undergo stereospecific transformations to form a series of C-C and C-heteroatom bonds.",

keywords = "C-H activation, asymmetric catalysis, borylation, chiral bidentate boryl ligands, synthetic methods",

author = "Xie, \{Liang Jun\} and Lili Chen and Senmiao Xu",

year = "2024",

month = sep,

day = "3",

doi = "10.1055/a-2335-8677",

language = "英语",

volume = "56",

pages = "2638--2647",

journal = "Synthesis (Germany)",

issn = "0039-7881",

publisher = "Georg Thieme Verlag",

number = "17",

}

TY - JOUR

T1 - Benzothiazole-Directed Enantioselective Borylation of Secondary Benzylic C-H Bonds Using Iridium Catalysis

AU - Xie, Liang Jun

AU - Chen, Lili

AU - Xu, Senmiao

PY - 2024/9/3

Y1 - 2024/9/3

N2 - Reported here is the iridium-catalyzed regio- and enantio selective secondary benzylic C-H borylation using benzothiazole as the directing group. Various monosubstituted 2-arylalkylbenzo[ d ]thiazole were well-tolerated, affording the corresponding products in moderate to good yields with good enantioselectivity. The C-B bond in one boryl ated product could undergo stereospecific transformations to form a series of C-C and C-heteroatom bonds.

AB - Reported here is the iridium-catalyzed regio- and enantio selective secondary benzylic C-H borylation using benzothiazole as the directing group. Various monosubstituted 2-arylalkylbenzo[ d ]thiazole were well-tolerated, affording the corresponding products in moderate to good yields with good enantioselectivity. The C-B bond in one boryl ated product could undergo stereospecific transformations to form a series of C-C and C-heteroatom bonds.

KW - C-H activation

KW - asymmetric catalysis

KW - borylation

KW - chiral bidentate boryl ligands

KW - synthetic methods

UR - https://www.scopus.com/pages/publications/85195424056

U2 - 10.1055/a-2335-8677

DO - 10.1055/a-2335-8677

M3 - 文章

AN - SCOPUS:85195424056

SN - 0039-7881

VL - 56

SP - 2638

EP - 2647

JO - Synthesis (Germany)

JF - Synthesis (Germany)

IS - 17

ER -

Benzothiazole-Directed Enantioselective Borylation of Secondary Benzylic C-H Bonds Using Iridium Catalysis

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this