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Imprimatur:
Date, Signaturetc1719st.fm 10/2/19
Accounts andRapid Communications in Chemical Synthesis
2019Vol. 30, No. 17
October IISyn lett
Syn lett
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Synlett 2019, 30, 1929–1934DOI: 10.1055/s-0037-1611874
C. Empel R. M. Koenigs*RWTH Aachen University, Germany
Syn lett
as
Sustainable Carbene Transfer Reactions with Iron and Light
Synpacts
1929
Thi
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Synlett 2019, 30, 1935–1939DOI: 10.1055/s-0039-1690158
G. J. BoehlichN. Schützenmeister*Universität Hamburg, Germany
-Selective One-Pot Synthesis of Acyl-C-Glycosides via Corey–Seebach Umpolung Reaction
OPGO
PGO
R
R'
X
OPGO
PGO
R
R'
Ar
SSLi Ar
SS
OBnO/HO
BnO/HO
R
R'
Ar
OPIFA or I2
H2O/cosolvent, r.t
31–99% yieldb only
one-pot (unless Ar = 2-furyl)
PG = Bn or TMSGlc, Gal, Xyl or 2dGlcAr = Ph, 4-anisyl or 2-furyl
MeTHF–95 °C 0 °C
R = H or OH R' = H or CH2OH
Synpacts
1935
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VI
Syn lett
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pro
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ted.
Synlett 2019, 30, 1940–1949DOI: 10.1055/s-0037-1611890
Z. LiX. Li*J.-P. Cheng*Tsinghua University, P. R. of ChinaNankai University, P. R. of China
Syn lett
Syn lett
is s
t
Recent Progress in Equilibrium Acidity Studies of Organocatalysts
pKa in DMSO8 12 16 20 240 4– 4
N NR4
H
R2R3
R1
18.0–23.4
NN NR2 R1
R3
H12.0–15.5
OHOH
9.3–13.0
X
X
OO
NH
NH
RR
8.4–16.5
N HNHN
S
Ar
13.8–17.6
NH
O
HN Ar
11.2–23.8
POH
O
–2.0–6.2
PNHTf
O(S,Se)
–4.6 to –1.2
PSH
O(S)
–4.2 to –1.9
Account
1940
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Synlett 2019, 30, 1950–1951DOI: 10.1055/s-0039-1689993
as
Cluster Cover Page
Cluster
1950
Thi
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Synlett 2019, 30, 1952–1953DOI: 10.1055/s-0039-1690296
B. MorandiETH Zurich, Switzerland
Cluster Preface: Metathesis Reactions beyond Olefins
Cluster
1952
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VII
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ted.
Synlett 2019, 30, 1954–1965DOI: 10.1055/s-0039-1689924
T. H. Lambert*Columbia University, USACornell University, USA
Syn lett
Syn lett
is s
t
Development of a Hydrazine-Catalyzed Carbonyl-Olefin Metathesis Reaction
O
R3
R1
R2
+
R2 R3
OR1
+catalyst
NH
NH XX
R
R
R[3+2]X+
R
R
R
+
–X
hydrazinecatalyst
Carbonyl-olefin metathesis
Cluster
1954
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Synlett 2019, 30, 1966–1970DOI: 10.1055/s-0039-1690297
G. OssT. V. Nguyen*University of New South Wales, Australia
as
Iodonium-Catalyzed Carbonyl–Olefin Metathesis Reactions
O
Ar
cat. [I ]
rt, 24–48 hAr
O
iodonium-catalyzed carbonyl–olefin metathesis
Cluster
1966
Thi
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cum
ent w
Synlett 2019, 30, 1971–1976DOI: 10.1055/s-0037-1611833
A. G. PembaS. A. Miller*University of Florida, USA
Acetal Metathesis: Mechanistic Insight
Cluster
1971
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Synlett 2019, 30, 1977–1980DOI: 10.1055/s-0039-1690026
A. NaraokaH. Naka*Nagoya University, Japan
Syn lett
Syn lett
is s
t
Transfer Hydration of Dinitriles to Dicarboxamides
CN
CN+
NH2
O2
AcOHreduced pressure
50–90 °C, 0.1–12 h17 examples
Pd(CH3CN)4(BF4)2
C
C
O
NH2
O
NH2
+ 2 CH3CN
= [ ]n
[ ]l
[ ]m
OR
n = 1–6; m, l = 0,1R = H, CH3, OH, Cl, CO2C2H5
R[ ]m
Cluster
1977
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Synlett 2019, 30, 1981–1987DOI: 10.1055/s-0037-1611834
M. Patrzałek J. Piątkowski A. Kajetanowicz*K. Grela*University of Warsaw, Poland
as
Anion Metathesis in Facile Preparation of Olefin Metathesis Catalysts Bearing a Quaternary Ammonium Chloride Tag
Ru
Cl/I
I/ClO
NN
NCl/I
+–
easy to produce but ill defined
RuCl
ClO
NN
NCl
+–
valuable catalyst
AgCl(1.1 equiv)
DCM, RT
5 gram scale+ Ag wastes(AgI/AgCl)
Cluster
1981
Thi
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Synlett 2019, 30, 1988–1994DOI: 10.1055/s-0039-1690992
M. BotheA. G. OrrilloR. L. E. Furlan*M. von Delius*University of Ulm, GermanyUniversidad Nacional de Rosario-CONICET, Argentina
Trithioorthoester Exchange and Metathesis: New Tools for Dynamic Covalent Chemistry
R
SR1
SR1
SR1 R2SH R1SH
Trithioorthoester exchange
R
SR1
SR2
SR1 R
SR1
SR2
SR2 R
SR2
SR2
SR2
Trithioorthoester metathesis
acid
R
SR1
SR1
SR1 R
SR1
SR2
SR1 R
SR1
SR2
SR2acid
R
SR2
SR2
SR2
up to 8 compounds
tripodal geometry
Cluster
1988
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IX
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Synlett 2019, 30, 1995–1999DOI: 10.1055/s-0037-1611974
Y. MasuyaY. KawashimaT. KodamaN. Chatani*M. Tobisu*Osaka University, Japan
Syn lett
Syn lett
is s
t
Thiolate-Initiated Synthesis of Dibenzothiophenes from 2,2′-Bis(meth-ylthio)-1,1′-Biaryl Derivatives through Cleavage of Two Carbon–Sulfur Bonds
S
MeS
MeS
cat. MeS–
Two C-S Bonds Cleavage
Cluster
1995
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Synlett 2019, 30, 2000–2003DOI: 10.1055/s-0039-1690183
E. LizanoJ. GrimaM. D. Pujol*University of Barcelona, Spain
as
Efficient Halogenation of 2-Aminopyrazine
Letter
2000
Thi
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Synlett 2019, 30, 2004–2009DOI: 10.1055/s-0039-1690204
V. K. GopinathaH. A. SwarupS. C. RaghavanK. Mantelingu*K. S. Rangappa*University of Mysore, India
Discovery of Novel Approach for Regioselective Synthesis of Thioxotriaza-Spiro Derivatives via Oxalic Acid
+N
N
OH
NH2
NH2HS
R1
O
RHN
NH
N
R1
O
O
S
Oxalic acid
18 Examples, up to 90% yield
120 °C R
High regioselectivitySolvent-free protocol
Letter
2004
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X
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Synlett 2019, 30, 2010–2014DOI: 10.1055/s-0039-1690205
P. VincettiG. CostantinoM. G. MartinaM. Radi*Università degli Studi di Parma, Italy
Syn lett
Syn lett
is s
t
Probing the Reactivity of 2,4-Dichlorofuro[3,4-d]pyrimidin-7-one: A Versatile and Underexploited Scaffold to Generate Substituted or Fused Pyrimidine Derivatives
HN
NH
O
O
COOH
N
NCl
Cl
O
O
N
NCl
NH
O
O
R1
N
NNH
NH
O
O
R1
R1
N
NCl
NHR1
CH2OH
NHR1
ON
NCl
NHR1
CH2OH
NR2R3
O
N
NN
NH
O
O
R1
R4
R5
N
NN
NHR1
R4
R5
N
NN
NHR1
CH2OR7
NHR6
OR4
R5N
O
R6
N
NN
NHR1
CH2OH
NR2R3
O
R4
R51
Orotic Acid
32,4-dichlorofuro[3,4-d]
pyrimidin-7-one
Letter
2010
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