nugget PRF2010

O N H H N O N N N N A A NH2 NH2 Br NCO N N 1. , THF 2. , heat 3. MA, EtOH or H2O N N N3 N H O N H N H N O N N N NN H N H N O HN N O ...
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Figure 1

current work

R

ONO2

one step, AgNO3-free; halide-free N

>95% yields

N

N previous work

1. R

NO3 N R

Hal

2. AgNO3

Scheme 1

Figure 2



1


NH2 1. Br NH2

2. N

H N

O

NCO , THF

A N

N

N

N

NH

, heat N

NH

3. MA, EtOH or H2O

O

O

N H

A

N

A N

N H

N N3

N

N

N H

O

CuI, Hunig's base, ACN

N3 A

N H

O HN

H N O

N

O

HN

A N

N

HN CuI, Hunig's base, ACN

Scheme 2

N

N N N

A N

H N

N

A A

N

O N

N

N

N H

N N

N H

Figure 3



2